antinutritional factors in grain legumes

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Page 1: Antinutritional factors in grain legumes
Page 2: Antinutritional factors in grain legumes

MoisturMoisturee

ProteinProtein FatFat MineralsMinerals CrudeCrude fibrefibre

Carbo- Carbo- hydratehydrate

------------------------ g -------------------------------------------- g --------------------

BengalgramBengalgram 9.89.8 17.117.1 5.35.3 3.03.0 3.93.9 60.960.9

Black gramBlack gram 10.910.9 24.024.0 1.41.4 3.23.2 0.90.9 59.659.6

Field beanField bean 9.69.6 24.924.9 0.80.8 3.23.2 1.41.4 60.160.1

Green gramGreen gram 10.410.4 24.024.0 1.31.3 3.53.5 4.14.1 56.756.7

Horse gramHorse gram 11.811.8 22.022.0 0.50.5 3.23.2 5.35.3 57.257.2

LentilsLentils 12.412.4 25.125.1 0.70.7 2.12.1 0.70.7 59.059.0

Moth beansMoth beans 10.810.8 23.623.6 1.11.1 3.53.5 4.54.5 56.556.5

PeasPeas 16.016.0 19.719.7 1.11.1 2.22.2 4.54.5 56.556.5

RajmahRajmah 12.012.0 22.922.9 1.31.3 3.23.2 4.84.8 60.660.6Redgram dhalRedgram dhal

13.413.4 22.322.3 1.71.7 3.53.5 1.51.5 57.657.6

Soya beanSoya bean 8.18.1 43.243.2 19.519.5 4.64.6 3.73.7 20.920.9

Proximate composition of Indian pulse

NVIF 1989

Page 3: Antinutritional factors in grain legumes

Antinutritional factors or bioactive Antinutritional factors or bioactive substances?substances?

Enzyme inhibitorsEnzyme inhibitors

LectinsLectins

PhytatesPhytates

OxalatesOxalates

Phenolic compoundsPhenolic compounds

SaponinSaponin

ΑΑ - galactosidase - galactosidase

Other substancesOther substances

Page 4: Antinutritional factors in grain legumes

Enzyme inhibitorsEnzyme inhibitors

Action of protease inhibitorAction of protease inhibitor

Trypsin inactivatedTrypsin inactivated

Release cholecystokinin (CCK)Release cholecystokinin (CCK)

CCK stimulates pancrease acinar cellsCCK stimulates pancrease acinar cells

Loss of sulphur containing amino acidsLoss of sulphur containing amino acids

Depression in growth, pancreatic hypertrophy/hyperplasia and Depression in growth, pancreatic hypertrophy/hyperplasia and carcinogenic effectcarcinogenic effect

Page 5: Antinutritional factors in grain legumes

E. Guilamon et al. J Food Chemistry: 107 (2008) 68-74

TIU/mg sample in different cultivars of Cicer aruetinum, Phaseolus vulgaris, Lens culinaris, Lathyrus spp., Vicia faba, Pisum sativum,

Glycine max & Lupinus spp.

Page 6: Antinutritional factors in grain legumes

Trypsin inhibitor activity* in main grain legumes Trypsin inhibitor activity* in main grain legumes speciesspecies

TIU TIU units/mg units/mg Dm Dm

TIA/g TIA/g mg/gmg/g U/g DMU/g DM Amylase Amylase inhibitor inhibitor activity activity (U/g)‡ (U/g)‡

Phaseollus Phaseollus vulgarisvulgaris

9.69.6 0.4250.425

Lens esculenta Lens esculenta 8.48.4 0.1780.178

Cicer arietinum Cicer arietinum 1-151-15

Pisum sativum Pisum sativum 5.4 - 7.85.4 - 7.8 4.4 – 12.54.4 – 12.5 2700 - 2700 - 1170011700

14 – 8014 – 80

Vicia faba Vicia faba 6.76.7

Lupinus albus Lupinus albus <1<1

Glycine max Glycine max 0.4150.415

* Liener (1976), Melcion & Valdebouze (1977), Viroben (1979), Gueguen et al. (1980), Valdebouze et al. (1980), Ekpenyoung & Borchers (1981), Bertrand et al. (1982), Lacassagne et al. (1988), Huisman (1990), Jondreville et al. (1992), Zdunczyk et al. (1997), Chrenkova et al. (2001), Smulikowska et al. (2001).

Page 7: Antinutritional factors in grain legumes

Benefits of trypsin inhibitorBenefits of trypsin inhibitor

• Kunitz & Bowman-BirkKunitz & Bowman-Birk

• Bowman Birk effective in preventing or suppressing Bowman Birk effective in preventing or suppressing carcinogen induced transformation in vitrocarcinogen induced transformation in vitro

• Bowman-Birk achieved investigation drug status from Bowman-Birk achieved investigation drug status from the US FDA in 1992the US FDA in 1992

• Protease inhibitors shown to suppress the malignant Protease inhibitors shown to suppress the malignant transformation of cells induced by different transformation of cells induced by different carcinogens in vitrocarcinogens in vitro

• Protease inhibitors may act by several mechanisms but Protease inhibitors may act by several mechanisms but their precise target is still unknowntheir precise target is still unknown

Page 8: Antinutritional factors in grain legumes

LectinsLectins

• Plant lectins are unique group of proteins and Plant lectins are unique group of proteins and glycoproteins with potent biological activityglycoproteins with potent biological activity

• Dietary lectin is of significance as many Dietary lectin is of significance as many lectins resist digestion, survive gut passage lectins resist digestion, survive gut passage and binds to gastrointestinal cells and /or and binds to gastrointestinal cells and /or enter the circulation intact maintaining full enter the circulation intact maintaining full biological activitybiological activity

• Lectins are found in most plant foods but Lectins are found in most plant foods but grain legumes are the main source of lectin in grain legumes are the main source of lectin in human dietshuman diets

Page 9: Antinutritional factors in grain legumes

Grain legumes devoid of Hemagglutinating activity Grain legumes devoid of Hemagglutinating activity against rat, rabbit, monkey and human A, B and O against rat, rabbit, monkey and human A, B and O erythrocyteerythrocyte

Pigeon pea: 11535Pigeon pea: 11535Pigeon pea: 11563Pigeon pea: 11563Pigeon pea: 7035Pigeon pea: 7035Pigeon pea: 7119Pigeon pea: 7119Chickpea: ICCC3Chickpea: ICCC3Chickpea: ICCC4Chickpea: ICCC4Chickpea: ICCC5Chickpea: ICCC5Chickpea: ICCC9Chickpea: ICCC9Greengram – 1Greengram – 1Greengram – 2Greengram – 2Greengram – 3Greengram – 3Greengram – 4Greengram – 4

Page 10: Antinutritional factors in grain legumes

VarietyVariety ERYTHROCYTESERYTHROCYTESRabbitRabbit RatRat MonkeyMonkey4 ± 24 ± 200CC 18 ±218 ±2ooCC 37±237±200CC 4 ± 24 ± 200CC 18 18

±2±2ooCC37±237±200

CC4 ± 24 ± 200CC 18 18

±2±2ooCC37±237±200CC

Soyabean ankurSoyabean ankur 363.14363.14 363.14363.14 363.1363.144

NilNil NilNil NilNil NilNil NilNil NilNil

Soyabean blackSoyabean black 181.85181.85 45.3945.39 22.6922.69 NilNil NilNil NilNil NilNil NilNil NilNilSoyabean PunjabSoyabean Punjab 3.443.44 3.443.44 3.443.44 NilNil NilNil NilNil NilNil NilNil NilNilSoyabean bragSoyabean brag 117.18117.18 58.5058.50 29.2529.25 NilNil NilNil NilNil NilNil NilNil NilNilGroundnut-5175Groundnut-5175 11.3411.34 2.832.83 NilNil NilNil NilNil NilNil NilNil NilNil NilNilGroundnut-7348Groundnut-7348 9.159.15 2.282.28 NilNil NilNil NilNil NilNil NilNil NilNil NilNilGroundnut-799Groundnut-799 11.3411.34 NilNil NilNil NilNil NilNil NilNil NilNil NilNil NilNilGroundnut-3.39Groundnut-3.39 4.414.41 NilNil NilNil NilNil NilNil NilNil NilNil NilNil NilNilKesari dal IARI Kesari dal IARI P.24P.24

31.2131.21 63.6663.66 31.2431.24 7.807.80 3.903.90 3.903.90 15.6015.60 15.6015.60 15.6015.60

Kesari dal LSD-3Kesari dal LSD-3 38.3238.32 76.6476.64 76.6476.64 2.392.39 4.794.79 4.794.79 19.1619.16 19.1619.16 19.1619.16Kesari dal LSD-1Kesari dal LSD-1 79.8579.85 79.8579.85 79.8579.85 4.994.99 39.9539.95 9.989.98 19.9619.96 19.9619.96 9.989.98Kesari dalKesari dal 33.2633.26 33.2633.26 67.3667.36 16.8416.84 4.214.21 4.214.21 8.428.42 8.428.42 4.214.21Blackgram-1Blackgram-1 NilNil NilNil 8.698.69 NilNil NilNil NilNil NilNil NilNil NilNilBlackgram-2Blackgram-2 NilNil NilNil 9.089.08 NilNil NilNil NilNil NilNil NilNil NilNilBlackgram-3Blackgram-3 NilNil NilNil 4.764.76 NilNil NilNil NilNil NilNil NilNil NilNilBlackgram-4Blackgram-4 NilNil NilNil 8.608.60 NilNil NilNil NilNil NilNil NilNil NilNilWhite White kidneybeankidneybean

97.6897.68 97.6897.68 48.7748.77 12.1912.19 24.3824.38 12.1812.18 195.0195.044

195.0195.044

195.0195.055

Red kidneybeanRed kidneybean 53.8753.87 53.8753.87 26.9326.93 13.4613.46 26.9326.93 13.4613.46 215.4215.488

215.4215.488

215.4215.488

Vicia sativaVicia sativa 12.5012.50 12.5012.50 12.5012.50 0.1560.15622

0.1560.15622

NilNil 0.1560.15622

0.1560.15622

0.1560.15622

Hemmagglutinating activity (units/mg protein) in food grains

Radha ayyagiri 1988

Page 11: Antinutritional factors in grain legumes

SlSl. . NNoo

VarietyVarietyERYTHROCYTESERYTHROCYTES

Blood group ABlood group A Blood group BBlood group B Blood group OBlood group O4±24±200CC 18±218±2oo

CC37±237±200

CC4±24±200CC 18±218±2oo

CC37±237±200

CC4±24±200CC 18±218±2ooCC 37±237±200

CC

11 Soyabean ankurSoyabean ankur 11.211.2

66

NilNil NilNil NilNil NilNil NilNil NilNil NilNil NilNil

22 Kesari dal LSD-3Kesari dal LSD-3 9.549.54 9.549.54 4.194.19 19.119.1

66

9.549.54 9.549.54 19.1619.16 9.549.54 2.392.39

55

33 Kesari dal IARI Kesari dal IARI

P.24P.24

15.615.6

00

15.615.6

00

3.903.90 31.231.2

11

15.615.6

00

15.615.6

00

15.6015.60 7.807.80 3.903.90

44 White White

kidneybeankidneybean

24.324.3

88

24.324.3

88

48.7648.76 24.324.3

88

24.324.3

88

48.748.7

66

24.3824.38 24.3824.38 48.748.7

66

55 Red kidneybeanRed kidneybean 26.926.9

33

53.853.8

77

53.8753.87 53.853.8

77

5.875.87 53.853.8

77

53.8753.87 53.8753.87 53.853.8

77

66 Vicia sativaVicia sativa 1.561.56 12.512.5

00

1.561.56 12.512.5

00

1.561.56 0.780.78 0.780.78 1.561.56 0.780.78

77 GoabeanGoabean 35.535.5

00

35.535.5

00

8.888.88 35.535.5

00

35.535.5

00

35.535.5

00

35.5035.50 35.5035.50 35.535.5

00

88 Horse gram-1Horse gram-1 12.212.2

66

12.212.2

66

1.531.53 NilNil NilNil NilNil NilNil NilNil NilNil

99 Horse gram-2Horse gram-2 7.697.69 3.843.84 0.9610.961

55

NilNil NilNil NilNil NilNil NilNil NilNil

Radha ayyagiri 1988

Page 12: Antinutritional factors in grain legumes

CaCa PP FeFe ZnZn CuCu MgMg

-------------------- -------------------- mg/100g---------------------------------------mg/100g---------------------------------------

Bengal Bengal gramgram 202202 212212 4.64.6 3.13.1 1.181.18 119119

Black gramBlack gram 154154 385385 3.83.8 3.03.0 0.90.9 130130

Field beanField bean 6060 433433 2.72.7

Green gramGreen gram 124124 326326 4.44.4 3.03.0 0.40.4 127127

Horse gramHorse gram 287287 311311 6.76.7 2.82.8 1.811.81 156156

LentilsLentils 6969 293293 7.67.6 2.82.8 1.871.87 8080

Moth beansMoth beans 202202 230230 9.59.5 -- 0.850.85 225225

PeasPeas 7575 298298 7.17.1 2.32.3 1.31.3 100100

RajmahRajmah 260260 410410 5.15.1 4.54.5 1.451.45 184184Redgram dhalRedgram dhal

7373 304304 2.72.7 0.90.9 1.21.2 9090

Soya beanSoya bean 240240 690690 10.410.4 4.44.4 1.41.4 238238

Mineral content of Indian pulse

NVIF 1989

Page 13: Antinutritional factors in grain legumes

Phytate:Phytate: 1,2,3,4,5,6, hexakis dihydrogen 1,2,3,4,5,6, hexakis dihydrogen phosphate (IP6)phosphate (IP6)

O

H

OHOO P

H

OH

OOO P

H

O

OOO P

H

O

OOO P

H

O

OOO P

O

H

HOOO P

+

+

O

H

OHOO P

H

OH

OOO P

H

O

OOO P

H

O

OOO P

H

O

OOO P

O

H

HOOO P

Ca

Zn+

+

Zn+

+

Zn

Phytic acid Phytic acid chelate

Page 14: Antinutritional factors in grain legumes

Phytin PPhytin P Phytin phosphorus Phytin phosphorus as % of Total as % of Total PhosphorusPhosphorus

mg/100gmg/100g

gram (whole)gram (whole) 158158 5151

gram (dhal)gram (dhal) 133133 4040

gram (roasted gram (roasted

dehusked)dehusked)

159159 4747

Black gram (dhal)Black gram (dhal) 169169 4343

Cow peaCow pea 185185 4545

Field beanField bean 248248 5757

Green gram (whole)Green gram (whole) 148148 4646

Green gram (Dhal)Green gram (Dhal) 209209 5252

Horse gramHorse gram 114114 3737

Khesari (dhal)Khesari (dhal) 168168 3131

LentilLentil 100100 3434

Moth beansMoth beans 2525 1111

PeasPeas 135135 4545

Peas (roasted)Peas (roasted) 136136 4040

Red gram (dhal)Red gram (dhal) 170170 5656

Phytin phosphorus in Grains, Legumes

NVIF 1989

Page 15: Antinutritional factors in grain legumes

OxalatesOxalates

• Oxalate is common constituent of plants and Oxalate is common constituent of plants and depending upon the species oxalate depending upon the species oxalate accumulates primarily as soluble oxalate or accumulates primarily as soluble oxalate or insoluble calcium oxalates or in combination of insoluble calcium oxalates or in combination of these two formsthese two forms

• Oxalic acid impairs calcium absorption which is Oxalic acid impairs calcium absorption which is inversely proportional to the oxalate content. inversely proportional to the oxalate content.

• Oxalate in plant foods can have a negative Oxalate in plant foods can have a negative impact on human health by acting as an impact on human health by acting as an antinutrient in CaOx kidney stone formation antinutrient in CaOx kidney stone formation which is on the rise in humans. The adverse which is on the rise in humans. The adverse effect is more if the Ox:Ca ratio is exceed 9:4effect is more if the Ox:Ca ratio is exceed 9:4

Page 16: Antinutritional factors in grain legumes

SolubleSoluble InsolubleInsoluble TotalTotal

BengalgramBengalgram 22 44 66

Cow peaCow pea 88 1111 1919

Field beanField bean 55 88 1313

Green gramGreen gram 88 1414 2222

Horse gramHorse gram 6161 387387 448448

KhesariKhesari 2626 158158 184184

LentilLentil 1111 2121 3232

PeanutsPeanuts 104104 1919 123123

RajmahRajmah 1818 5757 7575

SoybeanSoybean 2828 182182 210210

Oxalate content in Indian Grain Legumes mg/100g

Page 17: Antinutritional factors in grain legumes

Oxalate content in 11 soybean cultivarsOxalate content in 11 soybean cultivars

Line/sample nameLine/sample name OxalateOxalate

mg/g dry weightmg/g dry weight

InsolubleInsoluble solublesoluble TotalTotal

ClarkClark 12.712.7 2.12.1 14.814.8

VerdeVerde 4.84.8 1.91.9 6.76.7

WilliamWilliam 9.99.9 1.61.6 11.511.5

MinsoyMinsoy 9.09.0 1.41.4 10.410.4

Cutler 71Cutler 71 13.613.6 2.42.4 16.016.0

BSR 101BSR 101 10.510.5 2.72.7 13021302

HarkHark 8.38.3 1.51.5 9.89.8

HarosoyHarosoy 9.69.6 1.71.7 11.311.3

L95-1573 (1998)L95-1573 (1998) 16.516.5 3.03.0 19.519.5

L95-1573 (1999)L95-1573 (1999) 18.218.2 2.12.1 20.320.3

L95-1409 (1998)L95-1409 (1998) 19.719.7 2.82.8 22.522.5

L95-1409 (1999)L95-1409 (1999) 18.418.4 2.02.0 20.420.4

L95-1116 (1998)L95-1116 (1998) 32.232.2 2.82.8 35.035.0

L95-1116 (1998)L95-1116 (1998) 17.917.9 1.61.6 19.519.5

Linda massey et al 2001

Page 18: Antinutritional factors in grain legumes

SaponinsSaponins

• Saponins are glycoside compound of a lipid soluble aglycone Saponins are glycoside compound of a lipid soluble aglycone consisting of a sterol or more commonly a triterpenoid structure consisting of a sterol or more commonly a triterpenoid structure attached to water soluble sugar residues that differ in their type and attached to water soluble sugar residues that differ in their type and amount.amount.

• Saponins are commonly found in legumes and many types of saponin Saponins are commonly found in legumes and many types of saponin can be present in the same beancan be present in the same bean

• They confer bitter taste on foods They confer bitter taste on foods

• Among the naturally occuring compounds of grain legumes saponins Among the naturally occuring compounds of grain legumes saponins are attracting considerabale interest as a result of their diverse are attracting considerabale interest as a result of their diverse properties both deleterious and beneficialproperties both deleterious and beneficial

• The behavioural properties of the saponins are related to certain The behavioural properties of the saponins are related to certain saponin structures rather than to all members of this familysaponin structures rather than to all members of this family

• Saponins have been most extensively studied for their Saponins have been most extensively studied for their hypocholesterolaemic effecthypocholesterolaemic effect

• Diet containing 300 – 500 mg/day of saponin can reduce plasma Diet containing 300 – 500 mg/day of saponin can reduce plasma cholesterol by 16 – 24%cholesterol by 16 – 24%

Page 19: Antinutritional factors in grain legumes

Saponin contentSaponin contentg/100gg/100g

BengalgramBengalgram 5.65.6

SoyabeanSoyabean 4.34.3

Navy beanNavy bean 2.12.1

Green gramGreen gram 1.31.3

Red kidney Red kidney

beansbeans

1.61.6

LentilsLentils 0.370.37

Vicia fabaVicia faba 0.430.43

BroadbeansBroadbeans 0.350.35

Green peasGreen peas 1.11.1Lima Bean Lima Bean

0.110.11

Haricot beansHaricot beans 1.91.9

Saponin content of grain legumes

Fenwick & Oakenful 1983J. Agric Fd Chem 34: 186-9

Page 20: Antinutritional factors in grain legumes

Saponin content of Chickpea and Lentil before and Saponin content of Chickpea and Lentil before and after soaking plus cooking treatmentafter soaking plus cooking treatment

Cultivar and Cultivar and treatmenttreatment

Saponin content mg/Kg dry weightSaponin content mg/Kg dry weight

Soyasaponin ISoyasaponin I Soyasaponin VISoyasaponin VI TotalTotal

C. Arietinum FardonC. Arietinum Fardon

UnprocessedUnprocessed NDND 752752±±1414 752752±±1414

30 minutes of 30 minutes of cookingcooking

407407±±1717 339339±±1313 746746±±2424

60 minutes of 60 minutes of cookingcooking

513513±±1818 227227±±2121 740740±±3030

90 minutes of 90 minutes of cookingcooking

585585±±1515 141141±±44 726726±±1313

120 minutes of 120 minutes of cookingcooking

640640±±88 8383±±77 723723±±77

L. Culinaris Magda 20L. Culinaris Magda 20

UnprocessedUnprocessed NDND 703703±±1414 703703±±1414

30 minutes of 30 minutes of cookingcooking

105105±±1111 319319±±99 424424±±1010

60 minutes of 60 minutes of cookingcooking

176176±±1414 276276±±77 452452±±1212

90 minutes of 90 minutes of cookingcooking

191191±±1010 228228±±1919 419419±±2929

120 minutes of 120 minutes of cookingcooking

233233±±1111 200200±±1313 433433±±1212

Raquel GR et al 1996

Page 21: Antinutritional factors in grain legumes

Cyanogenetic glycosideCyanogenetic glycoside

PlantPlant HCN yield (mg/100g)HCN yield (mg/100g)

Lima beans ( Phaseolus lunatus) Fatal human Lima beans ( Phaseolus lunatus) Fatal human poisoningpoisoning

210 – 312210 – 312

Lima beans Normal levelsLima beans Normal levels 15 – 1715 – 17

Black eyed pea ( Vigna sinensis)Black eyed pea ( Vigna sinensis) 2.12.1

Pea (Pisum sativum)Pea (Pisum sativum) 2.32.3

Kidney beans (phaseolus vulgaris)Kidney beans (phaseolus vulgaris) 2.02.0

Bengal gram (Cicer areitinum)Bengal gram (Cicer areitinum) 0.80.8

Red gram (Cajanus cajan)Red gram (Cajanus cajan) 0.50.5

CassavaCassava 250250

Linseed mealLinseed meal 113113

Leiner 1982

Page 22: Antinutritional factors in grain legumes

Phenolic compoundsPhenolic compounds

• Polyphenolic compounds are very widely distributed in the plant world and are Polyphenolic compounds are very widely distributed in the plant world and are involved in protection mechanism against various bacterial fungal viral or involved in protection mechanism against various bacterial fungal viral or chemical attackschemical attacks

• Phenolic acids are either derivatives of benzoic acid or of cinnamic acidPhenolic acids are either derivatives of benzoic acid or of cinnamic acid

• Among polyphenolic compounds flavonoids are the most commonly and Among polyphenolic compounds flavonoids are the most commonly and widely distributed group of plant phenolics. They comprise more than 3000 widely distributed group of plant phenolics. They comprise more than 3000 compounds including anthocyans (255) isoflavonoides (630) and flavonols compounds including anthocyans (255) isoflavonoides (630) and flavonols (1660) Their common structure is diphenylpropanes (C6-C3-C6)(1660) Their common structure is diphenylpropanes (C6-C3-C6)

• Among flavonoids isoflavones in which the ring B of the flavone molecule is Among flavonoids isoflavones in which the ring B of the flavone molecule is attached to carbon3 of the heterocycle occur especially in legumes. attached to carbon3 of the heterocycle occur especially in legumes. Isoflavones and coumestrans are two classes of phytoestrogens of particular Isoflavones and coumestrans are two classes of phytoestrogens of particular interest to human healthinterest to human health

• Tannins are compounds of intermediate to high molecular weight (upto Tannins are compounds of intermediate to high molecular weight (upto 30000Da) which are hydroxylated and can form insoluble complexes with 30000Da) which are hydroxylated and can form insoluble complexes with carbohydrates and proteins. Tannins can be subdivided into two major groups carbohydrates and proteins. Tannins can be subdivided into two major groups – hydrolyzable and condensed tannins– hydrolyzable and condensed tannins

• Lignans are a group of diphenolic compounds with dibenzylbutane skeleton Lignans are a group of diphenolic compounds with dibenzylbutane skeleton structures and characteristics similar to phyto -oestrogensstructures and characteristics similar to phyto -oestrogens

Page 23: Antinutritional factors in grain legumes

Main polyphenolic copmpounds found in Main polyphenolic copmpounds found in grain legumesgrain legumes

Basic skeletonBasic skeleton ExamplesExamples

Phenoli acidsPhenoli acids C6 – C1C6 – C1 Gallic acid, syringic Gallic acid, syringic acidacid

Phenyl propanoidsPhenyl propanoids C6 – C3C6 – C3 Coumarins, Coumarins, Hydroycinnamic acids Hydroycinnamic acids ( caffeic, ferulic, ( caffeic, ferulic, synapic)synapic)

FlavonoidsFlavonoids C6 – C3 – C6C6 – C3 – C6 Flavones (e.g. Flavones (e.g. luteolin), flavonols luteolin), flavonols (eg quercetin, (eg quercetin, kaemferol) flavanols, kaemferol) flavanols, isoflavonoids (e.g isoflavonoids (e.g genistein, daidzein) genistein, daidzein) proanthocyanidins (or proanthocyanidins (or condensed tannins)condensed tannins)

Lignans, neolignansLignans, neolignans (C6 – C3)2(C6 – C3)2 SecoisolariciresinolSecoisolariciresinol

LigninsLignins (C6 – C3)n(C6 – C3)n

Page 24: Antinutritional factors in grain legumes

Tannin content of grain legumesTannin content of grain legumesGrain LegumeGrain Legume Tannin content mg/100 gTannin content mg/100 g

Cicer arietinumCicer arietinum

ChcikpeaChcikpea80 - 27080 - 270

Vigna sinensisVigna sinensis

CowpeaCowpea140 - 1020140 - 1020

Pisum sativum LPisum sativum L

PeaPea60 – 35060 – 350

Pisum sativum LPisum sativum L

PeaPea50 – 105 50 – 105

Cajanus cajanCajanus cajan

PigeonpeaPigeonpea38 – 17138 – 171

Psophocarpus tetragonolobusPsophocarpus tetragonolobus

Winged beansWinged beans30 – 75 30 – 75

Phaseolus vulgarisPhaseolus vulgaris

DrybeansDrybeans30 – 12630 – 126

Vicia FabaVicia Faba

Faba beansFaba beans50 - 24150 - 241

JAOAC Int 2005, 88, 967-987

Page 25: Antinutritional factors in grain legumes

Change in tannin content during germination of grain Change in tannin content during germination of grain legumeslegumes

Grain legumeGrain legume Tannin content Tannin content ungerminated ungerminated (mg/100g DM)(mg/100g DM)

Germination timeGermination time Tannin Tannin degradation degradation

(%)(%)

Canjanus cajanCanjanus cajan

PigeonpeaPigeonpea11411141 22 6060

Cicer arietinumCicer arietinum

ChickpeaChickpea165165 22 6060

Phaseolus mungoPhaseolus mungo

BlackgramBlackgram836836 22 5050

Phaseolus aureasPhaseolus aureas

GreengramGreengram612612 22 5050

Rao & Deosthale 1982

Page 26: Antinutritional factors in grain legumes

Polyphenol content of main grain legumesPolyphenol content of main grain legumes

Polyphenols**Polyphenols** PhaseolluPhaseollus vulgariss vulgaris

Lens Lens esculentaesculenta

Cicer Cicer arietinumarietinum

Pisum Pisum sativumsativum

Vicia Vicia fabafaba

Glycine Glycine max max

Total % DMTotal % DM 0.0 – 0.40.0 – 0.4 1.01.0 0.1 – 0.6 0.1 – 0.6 0.250.25 1.11.1

Phenolic acid % DMPhenolic acid % DM 0.001 – 0.001 – 0.0030.003

Tannins % DMTannins % DM 0.0 – 0.70.0 – 0.7 0.10.1 0.0 – 0.10.0 – 0.1 0.0 – 1.30.0 – 1.3 0.0 – 2.10.0 – 2.1

Isoflavones(mg/100g)Isoflavones(mg/100g) 1 - 71 - 7

Daidzein (mg/100g)Daidzein (mg/100g) 0.01 – 0.01 – 0.040.04

0.00 – 0.00 – 0.010.01

0.01 – 0.01 – 0.190.19

0.00 – 0.050.00 – 0.05 130 - 130 - 180180

Genistein (mg/100g)Genistein (mg/100g) 0.01 – 0.01 – 0.520.52

0.01 – 0.01 – 0.020.02

0.07 – 0.07 – 0.210.21

0.00- 0.050.00- 0.05 20 - 8520 - 85

Lignans (mg/100g)Lignans (mg/100g) 0.30.3 1.81.8 0.90.9

Secoisolariciresinol Secoisolariciresinol (mg/100g)(mg/100g)

0.06 – 0.06 – 0.150.15

0 - 0.010 - 0.01 0.010.01 0.00 – 0.010.00 – 0.01 0.01 – 0.01 – 0.270.27

** Savage & Deo (1989), Longstaff & McNab (1991), Saini (1993), Zdunczky et al. (1997), Mazur (1998), Bingham et al (1998), Bravo (1998), Horn-Ross et al. (2000), Liggins et al (2000), Carbonaro et al. (2001), Smulikowska et al. (2001).

††Savage & Deo (1989.)

Page 27: Antinutritional factors in grain legumes

Chlor

ogen

ic Ac

id - 6

.120

Caffe

ic ac

id - 8

.718

p-Co

umar

ic Ac

id - 1

3.31

5

Apige

nin 7

-o-N

eohe

sper

idosid

e - 2

9.61

3

Lute

olin

- 59.

428

Apige

nin -

71.6

56

AU

0.000

0.010

0.020

0.030

0.040

0.050

Minutes

0.00 10.00 20.00 30.00 40.00 50.00 60.00 70.00

Page 28: Antinutritional factors in grain legumes

6.117 Chlorogenic Acid

219.1241.5

326.8

409.2 480.5 496.2 510.8 557.0

AU

0.00

0.02

0.04

8.717 Caffeic acid

217.9 323.2

408.0 468.4 493.8 531.5 553.4

AU

0.00

0.02

13.317 p-Coumaric Acid

226.2308.9

368.3 393.5 440.5 508.4 537.5 565.5

AU

0.00

0.02

29.617 Apigenin 7-o-Neohesperidoside

207.4 268.6 324.4 341.1

401.9 420.0 482.9 513.2 536.3 557.0

AU

0.000

0.002

59.417 Luteolin

207.4254.4 353.0

441.7 473.2 522.9 546.1

AU

0.000

0.010

71.650 Apigenin

207.4 267.4 338.7

423.6 473.2 509.6 540.0 563.1

AU

0.00

0.02

nm250.00 300.00 350.00 400.00 450.00 500.00 550.00

Page 29: Antinutritional factors in grain legumes

5.22

5

AU

0.00

0.02

0.04

0.06

0.08

0.10

0.12

0.14

0.16

0.18

0.20

0.22

0.24

0.26

Minutes

0.00 10.00 20.00 30.00 40.00 50.00 60.00 70.00 80.00 90.00

Groundnut-catechin

5.217 Peak 1201.5

279.3A

U0.00

0.20

0.40

0.60

0.80

1.00

1.20

1.40

1.60

nm

300.00 400.00 500.00

Page 30: Antinutritional factors in grain legumes

-galactosides: Antinutritional factors or functional ingredients

Page 31: Antinutritional factors in grain legumes

GenusGenus SpeciesSpecies RaffinosRaffinos

ee

Verbas-Verbas-

cosecose

StachyoStachyo

sese

CiceritCicerit

olol

AjugosAjugos

ee

TotalTotal

PisumPisum SativumSativum 0.4-2.30.4-2.3 0-4.30-4.3 0.3-5.50.3-5.5 NDND NDND 2.3-2.3-

9.69.6

LupinusLupinus albusalbus 0.3- 0.60.3- 0.6 ND-0.9ND-0.9 5.0-7.25.0-7.2 NDND 0.2-0.50.2-0.5 5.5-5.5-

8.18.1

luteusluteus 0.5-.060.5-.06 2.8-3.52.8-3.5 6.1-8.66.1-8.6 NDND 0.6-4.60.6-4.6 11-11-

16.116.1

angustifoliuangustifoliu

ss

0.6-1.20.6-1.2 0.8-2.50.8-2.5 3.6-5.23.6-5.2 NDND 1.7-2.61.7-2.6 6.7-6.7-

11.511.5

MutabilisMutabilis 1.91.9 1.01.0 2.32.3 NDND 0.20.2 5.15.1

GlycineGlycine maxmax 1.0-2.01.0-2.0 ND-0.3ND-0.3 2.2-4.92.2-4.9 NDND NDND 6.0-6.0-

8.08.0

PhaseoluPhaseolu

ss

vulgarisvulgaris 0.2-2.50.2-2.5 0.1-4.00.1-4.0 0.2-4.20.2-4.2 NDND NDND 0.4-0.4-

8.08.0

LensLens culinarisculinaris 0.1-1.00.1-1.0 ND-6.4ND-6.4 1.1-4.01.1-4.0 0.2-2.10.2-2.1 NDND 1.8-1.8-

7.57.5

CicerCicer arietinumarietinum ND-2.4ND-2.4 ND-4.5ND-4.5 0.4-2.60.4-2.6 1.2-3.11.2-3.1 NDND 2.0-2.0-

7.67.6

ViciaVicia fabafaba 0.1-1.50.1-1.5 1.1-2.41.1-2.4 0.2-2.40.2-2.4 NDND NDND 1.0-1.0-

4.54.5

-Galactoside content (range as % dry matter) of grain Legumes

Cri Rev Fd Sci Nutr 2008, 40:301 - 316

Page 32: Antinutritional factors in grain legumes