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A-type proanthocyanidins from lychee seeds and their antioxidant and antiviral activities.
J Agric Food Chem. 2010 Nov 24; 58(22):11667-72.JA

Abstract

Two new A-type trimeric proanthocyanidins with two doubly bonded interflavanoid linkages, litchitannin A1 [epicatechin-(2β→O→7,4β→6)-epicatechin-(2β→O→7,4β→8)-catechin] (1) and litchitannin A2 [epicatechin-(2β→O→7,4β→6)-epicatechin-(2β→O→7,4β→6)-epicatechin] (2), were isolated from lychee (Litchi chinensis Sonn. cv. Heiye) seeds together with aesculitannin A (3), epicatechin-(2β→O→7,4β→8)-epiafzelechin-(4α→8)-epicatechin (4), proanthocyanidin A1 (5), proanthocyanidin A2 (6), proanthocyanidin A6 (7), epicatechin-(7,8-bc)-4β-(4-hydroxyphenyl)-dihydro-2(3H)-pyranone (8), and epicatechin (9). Their structures were elucidated on the basis of spectroscopic and chemical evidence. It is the first time that compounds 1-4, 7, and 8 have been reported in this species. Compounds 1-9 showed more potent antioxidant activity than L-ascorbic acid with ferric reducing antioxidant power (FRAP) values of 3.71-24.18 mmol/g and IC50 values of 5.25-20.07 μM toward DPPH radicals. Moreover, litchitannin A2 (2) was found to exhibit in vitro antiviral activity against coxsackie virus B3 (CVB3) and compounds 3 and 6 displayed antiherpes simplex virus 1 (HSV-1) activity.

Authors+Show Affiliations

Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, PR China.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

20964424

Citation

Xu, Xinya, et al. "A-type Proanthocyanidins From Lychee Seeds and Their Antioxidant and Antiviral Activities." Journal of Agricultural and Food Chemistry, vol. 58, no. 22, 2010, pp. 11667-72.
Xu X, Xie H, Wang Y, et al. A-type proanthocyanidins from lychee seeds and their antioxidant and antiviral activities. J Agric Food Chem. 2010;58(22):11667-72.
Xu, X., Xie, H., Wang, Y., & Wei, X. (2010). A-type proanthocyanidins from lychee seeds and their antioxidant and antiviral activities. Journal of Agricultural and Food Chemistry, 58(22), 11667-72. https://doi.org/10.1021/jf1033202
Xu X, et al. A-type Proanthocyanidins From Lychee Seeds and Their Antioxidant and Antiviral Activities. J Agric Food Chem. 2010 Nov 24;58(22):11667-72. PubMed PMID: 20964424.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - A-type proanthocyanidins from lychee seeds and their antioxidant and antiviral activities. AU - Xu,Xinya, AU - Xie,Haihui, AU - Wang,Yifei, AU - Wei,Xiaoyi, Y1 - 2010/10/22/ PY - 2010/10/23/entrez PY - 2010/10/23/pubmed PY - 2011/3/2/medline SP - 11667 EP - 72 JF - Journal of agricultural and food chemistry JO - J Agric Food Chem VL - 58 IS - 22 N2 - Two new A-type trimeric proanthocyanidins with two doubly bonded interflavanoid linkages, litchitannin A1 [epicatechin-(2β→O→7,4β→6)-epicatechin-(2β→O→7,4β→8)-catechin] (1) and litchitannin A2 [epicatechin-(2β→O→7,4β→6)-epicatechin-(2β→O→7,4β→6)-epicatechin] (2), were isolated from lychee (Litchi chinensis Sonn. cv. Heiye) seeds together with aesculitannin A (3), epicatechin-(2β→O→7,4β→8)-epiafzelechin-(4α→8)-epicatechin (4), proanthocyanidin A1 (5), proanthocyanidin A2 (6), proanthocyanidin A6 (7), epicatechin-(7,8-bc)-4β-(4-hydroxyphenyl)-dihydro-2(3H)-pyranone (8), and epicatechin (9). Their structures were elucidated on the basis of spectroscopic and chemical evidence. It is the first time that compounds 1-4, 7, and 8 have been reported in this species. Compounds 1-9 showed more potent antioxidant activity than L-ascorbic acid with ferric reducing antioxidant power (FRAP) values of 3.71-24.18 mmol/g and IC50 values of 5.25-20.07 μM toward DPPH radicals. Moreover, litchitannin A2 (2) was found to exhibit in vitro antiviral activity against coxsackie virus B3 (CVB3) and compounds 3 and 6 displayed antiherpes simplex virus 1 (HSV-1) activity. SN - 1520-5118 UR - https://www.unboundmedicine.com/medline/citation/20964424/A_type_proanthocyanidins_from_lychee_seeds_and_their_antioxidant_and_antiviral_activities_ L2 - https://doi.org/10.1021/jf1033202 DB - PRIME DP - Unbound Medicine ER -