title: 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.
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.
authors.affiliation: Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan. tanakar@gly.oups.ac.jp
authors.forename: Reiko
authors.initials: R
authors.lastname: Tanaka
authors.forename: Hiroko
authors.initials: H
authors.lastname: Tsujii
authors.forename: Takeshi
authors.initials: T
authors.lastname: Yamada
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Kajimoto
authors.forename: Fumio
authors.initials: F
authors.lastname: Amano
authors.forename: Junya
authors.initials: J
authors.lastname: Hasegawa
authors.forename: Yoshio
authors.initials: Y
authors.lastname: Hamashima
authors.forename: Manabu
authors.initials: M
authors.lastname: Node
authors.forename: Kayoko
authors.initials: K
authors.lastname: Katoh
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Takebe
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D003474:Curcumin / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D044950:Flavanones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015658:HIV Infections / Q000188:drug therapy*; D015497:HIV-1 / Q000187:drug effects / Q000201:enzymology*; D006801:Humans; D015394:Molecular Structure; D011753:Pyrones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D011794:Quercetin / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D012194:RNA-Directed DNA Polymerase / Q000378:metabolism; D018894:Reverse Transcriptase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013601:T-Lymphocytes / Q000187:drug effects / Q000821:virology; D014315:Triterpenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D014764:Viral Proteins / Q000037:antagonists & inhibitors / Q000378:metabolism
chemical_list: C492953:3beta-methoxyserrat-14-en-21beta-ol; D000998:Antiviral Agents; D044950:Flavanones; D011753:Pyrones; D018894:Reverse Transcriptase Inhibitors; D014315:Triterpenes; D014764:Viral Proteins; C006680:baicalein; C011890:kojic acid; D011794:Quercetin; D012194:RNA-Directed DNA Polymerase; D003474:Curcumin