Novel 3alpha-methoxyserrat-14-en-21beta-ol (PJ-1) and 3beta-methoxyserrat-14-en-21beta-ol (PJ-2)-curcumin, kojic acid, quercetin, and baicalein conjugates as HIV agents

  • Bioorg Med Chem. 2009 Jul 15;17(14):5238-46. doi: 10.1016/j.bmc.2009.05.049.
Reiko Tanaka  1 ,  Hiroko Tsujii ,  Takeshi Yamada ,  Tetsuya Kajimoto ,  Fumio Amano ,  Junya Hasegawa ,  Yoshio Hamashima ,  Manabu Node ,  Kayoko Katoh ,  Yutaka Takebe
Affiliations
  • 1. Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan. [email protected]
PMID: 19515569 DOI: 10.1016/j.bmc.2009.05.049
Abstract

Sixteen novel compounds; 3alpha-methoxyserrat-14-en-21beta-ol (1) and 3beta-methoxyserrat-14-en-21beta-ol (2) and their curcumin, kojic acid, quercetin, and baicalein conjugates (3)-(18) were designed, synthesized, and evaluated for in vitro anti-HIV-1 Reverse Transcriptase (RT) activity in infected C8166-CCR5 cells, a human CD4(+) T-lymphocyte cell line. Among them, kojic acid derivatives, 9-12 showed significant biological activity. In particular, the compound 13, the conjugate of two molecules of 3alpha-methoxyserrat-14-en-21beta-ol (1) and one molecule of kojic acid, exerted significant anti-HIV activity with an EC50 value of 0.12microg/mL.