Formation of thiazolidine-4-carboxyiic acid (thioproline), an effective nitrite-trapping agent in human body, in Parkia speciosa seeds and other edible leguminous seeds in Thailand

Suvachittanont, Wallie; Kurashima, Yukiko; Esumi, Hiroyasu; Tsuda, Mitsuhiro

doi:10.1016/0308-8146(95)00132-8

Cited by 39 publications

(40 citation statements)

References 19 publications

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“…In the seeds, formation of thiazolidine-4-carboxylic acid, a thioproline, was remarkably increased after boiling when detected using gas chromatography-thermal energy analyzer [21]. This compound was reported to have an anticarcinogenic property [22].…”

Section: Chemical Compoundsmentioning

confidence: 99%

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Parkia speciosaHassk.: A Potential Phytomedicine

Kamisah

Othman

Qodriyah

et al. 2013

Evidence-Based Complementary and Alternative Medicine

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Parkia speciosa Hassk., or stink bean, is a plant indigenous to Southeast Asia. It is consumed either raw or cooked. It has been used in folk medicine to treat diabetes, hypertension, and kidney problems. It contains minerals and vitamins. It displays many beneficial properties. Its extracts from the empty pods and seeds have a high content of total polyphenol, phytosterol, and flavonoids. It demonstrates a good antioxidant activity. Its hypoglycemic effect is reported to be attributable to the presence of β-sitosterol, stigmasterol, and stigmast-4-en-3-one. The cyclic polysulfide compounds exhibit antibacterial activity, while thiazolidine-4-carboxylic acid possesses anticancer property. The pharmacological properties of the plant extract are described in this review. With ongoing research conducted on the plant extracts, Parkia speciosa has a potential to be developed as a phytomedicine.

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Section: Chemical Compoundsmentioning

confidence: 99%

“…It was shown to possess antiproliferative effects against cancer cells [22]. It was found in cooked seeds of P. speciosa but was undetectable in uncooked seeds [21]. The compound is an effective nitrite-trapping agent which can inhibit the endogenous formation of carcinogenic N-nitroso compounds [60].…”

Section: Properties Of P Speciosamentioning

confidence: 99%

Parkia speciosaHassk.: A Potential Phytomedicine

Kamisah

Othman

Qodriyah

et al. 2013

Evidence-Based Complementary and Alternative Medicine

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“…Another hypothesis, 2,5dihydrothiazole, could be formed from 4-thiazolidine carboxylic acid which was shown to be present in boiled Parkia speciosa beans. 5 We tried to decompose this amino acid at 200 °C in the presence of air and it formed a minor product having the same RI and the same mass spectrum as 11 ( Figure 3). Furthermore, as it is known that 2,3-dihydrothiazole, another possible isomer of this heterocycle, is highly unstable and rearranges into 2,5-dihydrothiazole, 19 a reasonable proposal for 11 is 2,5-dihydrothiazole, never previously described to occur in a natural product.…”

Section: 235-trithiahexanementioning

confidence: 99%

“…The involvement of unstable methanedithiol in the formation of these polysulphides has been proposed. 2 Thiazolidine-4-carboxylic acid was found as well 5 but was suspected to be an artifact due to djenkolic acid hydrolysis. 2 More recently, the headspace constituents of crushed petai bean have been studied and 21 compounds were identified.…”

Section: Introductionmentioning

confidence: 99%

Analysis of the volatile constituents of cooked petai beans (Parkia speciosa) using high‐resolution GC/ToF–MS

Frérot

Velluz

Bagnoud

et al. 2008

Flavour & Fragrance J

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The volatile compounds from cooked petai beans (Parkia speciosa) were isolated by hydrodistillation under reduced pressure followed by solvent extraction. The organic extract was analyzed by classical single quadrupole GC/MS and by high resolution GC/ToF-MS. Cyclic polysulphides were the major components of petai. New sulphur minor compounds were also identified and some of them were synthesised. 1,3-Dithiabutane was found for the first time in a natural product whereas 2,4-dithiapentane, 2,3,5-trithiahexane and 2,4,6-trithiaheptane for the first time in Parkia speciosa. GC/O analyses showed that these linear polysulphides have an important contribution to the flavour of cooked petai beans.

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“…Two compounds have antimicrobial and antifungal activities (1,2,4,5,7,8-hexathionane and 1,2,4-trithiolane). Moreover, thiazolidine-4-carboxylic acid (thioproline) (Suvachittanont et al, 1996) is present in Parkia speciosa seeds. Thioproline is an effective nitrite-trapping agent in the human body, thereby inhibiting the endogenous formation of carcinogenic N-nitroso compounds.…”

Section: Introductionmentioning

confidence: 99%

Hemagglutinating activity of proteins fromParkia speciosaseeds

Chankhamjon

Petsom²,

Sawasdipuksa

et al. 2009

Pharmaceutical Biology

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Proteins from Parkia speciosa Hassk. (Fabaceae) seeds were extracted and stepwise precipitated using ammonium sulfate. Proteins precipitated with 25% ammonium sulfate were separated by affinity chromatography on Affi-Gel Blue gel followed by protein liquid chromatography on Superdex 200. The protein Gj, which was identified as a protein similar to putative aristolochene synthase, 3'-partial from Oryza sativa L. (Poaceae), had hemagglutinating activity of 0.39 mug/muL. Moreover, fraction C2 from the proteins precipitated with 60% ammonium sulfate, separated by lectin-specific adsorption chromatography using Con A Sepharose, had hemagglutinating activity of 1.17 mug/muL. Using gel electrophoresis, two proteins C2a and C2b were separated, having molecular weights of 45 kDa and 23 kDa, respectively. From protein identification, C2a was found to be similar to the hypothetical protein B1342F01.11 from Oryza sativa, and C2b was similar to the hypothetical protein At1g51560 from Arabidopsis thaliana (L.) Heynh. (Brassicaceae).

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Formation of thiazolidine-4-carboxyiic acid (thioproline), an effective nitrite-trapping agent in human body, in Parkia speciosa seeds and other edible leguminous seeds in Thailand

Cited by 39 publications

References 19 publications

Parkia speciosaHassk.: A Potential Phytomedicine

Parkia speciosaHassk.: A Potential Phytomedicine

Analysis of the volatile constituents of cooked petai beans (Parkia speciosa) using high‐resolution GC/ToF–MS

Hemagglutinating activity of proteins fromParkia speciosaseeds

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