Abstract
The bioassay-directed isolation of Terminalia chebula fruits afforded four human immunodeficiency virus type 1 (HIV-1) integrase inhibitors, gallic acid (1) and three galloyl glucoses (2 - 4). In addition, four flavonol glycoside gallates (5 - 8) from Euphorbia pekinensis containing the galloyl moiety also showed the inhibitory activity at a level comparable to those of 2 - 4. By comparison with the activities of the compounds not bearing this moiety, it is proposed that the galloyl moiety plays a major role for inhibition against the 3′-processing of HIV-1 integrase of these compounds.
References
-
1
Pommier Y, Pilon A A, Bajaj K, Mazumder A, Neamati N.
HIV-1 integrase as a target for antiviral drugs.
Antiviral Chemistry and Chemotherapy.
1997;
8
463-83
-
2
Nawwar M AM, Buddrus J, Bauer H.
Dimeric phenolic constituents from the roots of Tamarix nilotica
.
Phytochemistry.
1982;
21
1755
-
3
Haddock E A, Gupta R K, Al-Shafi S MK, Haslam E.
The metabolism of gallic acid and hexahydroxydiphenic acid in plants. Part 1. Introduction. Naturally occuring galloyl esters. Journal of the Chemical Society.
Perkin Transaction I.
1982;
11
2515-24
-
4
Foo L Y.
Amarinic acid and related ellagitannins from Phyllanthus amarus
.
Phytochemistry.
1995;
39
217-24
-
5
Ahn B T, Zhang B K, Lee S C, Kim J G, Ro J S, Lee K S.
Phenolic compounds from aerial parts of Euphorbia pekinensis
.
Yakhak Hoeji.
1996;
40
170-6
-
6
Kim H J, Woo E -R, Shin C -G, Park H.
A new flavonol glycoside gallate ester from Acer okamotoannum and its inhibitory activity against human immunodeficiency virus-1 (HIV-1) integrase.
Journal of Natural Products.
1998;
61
145-8
Prof. Jinwoong Kim
College of Pharmacy
Seoul National University
San 56-1, Shinlim-dong
Kwanak-gu, Seoul 151-742
Korea
Email: jwkim@snu.ac.kr
Fax: + 82 - 2-887 - 8509