Novel urushiols with human immunodeficiency virus type 1 reverse transcriptase inhibitory activity from the leaves of Rhus verniciflua

Journal of Natural Medicines - Tập 69 - Trang 148-153 - 2014
Kazunari Kadokura1, Kohei Suruga1, Tsuyoshi Tomita1, Wataru Hiruma1, Motoyuki Yamada1, Akio Kobayashi2, Akira Takatsuki3, Toshiyuki Nishio4, Tadatake Oku4, Yoshihiro Sekino1
1Food Material Center for R and D, Kibun Foods Inc., Inagi, Japan
2Department of Biotechnology, Graduate School of Engineering, Osaka University, Suita, Japan
3Department of Frontier Bioscience, Faculty of Bioscience and Applied Chemistry, Hosei University, Koganei, Japan
4Department of Chemistry and Life Science, College of Bioresource Sciences, Nihon University, Fujisawa, Japan

Tóm tắt

Two novel urushiols, 1 and 2, and two known urushiols, 3 and 4, were isolated from the leaves of Rhus verniciflua and were examined for their human immunodeficiency virus type 1 (HIV-1) reverse transcriptase (RT) inhibitory activity. The novel urushiols were found to be 1,2-dihydroxyphenyl-3-[7′(E),9′(Z),11′(Z)-pentadecatrienyl]-14′-ol (1) and 1,2-dihydroxyphenyl-3-[8′(Z),10′(E),12′(E)-pentadecatrienyl]-14′-ol (2) by spectroscopic analyses. The absolute configuration at C-14′ in 1 and 2 was determined to be a racemic mixture of (R) and (S) isomers by ozonolysis. Compound 2 (IC50: 12.6 µM) showed the highest HIV-1 RT inhibitory activity among the four urushiols, being 2.5-fold more potent than the positive control, adriamycin (IC50: 31.9 µM). Although the known urushiols were isolated from the sap and leaves of R. verniciflua, 1 was exclusively present in the leaves, and higher amounts of 2 were found in the leaves than in the sap. Present findings indicate that the leaves of R. verniciflua represent a new biological resource from which novel and known urushiols may be prepared, and the possible use of novel urushiols as bioactive products.

Tài liệu tham khảo

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