title: Influenza A (H(1)N(1)) Antiviral and Cytotoxic Agents from Ferula assa-foetida.
abstract: Two new sesquiterpene coumarins, designated 5'-acetoxy-8'-hydroxyumbelliprenin (1) and 10'R-acetoxy-11'-hydroxyumbelliprenin (2), and a new diterpene, 15-hydroxy-6-en-dehydroabietic acid (3), along with 27 known compounds, were isolated from a CHCl(3)-soluble extract of Ferula assa-foetida through bioassay-guided fractionation. The structures of the new metabolites 1-3 were identified by spectroscopic data interpretation and by the Mosher ester method. Compounds 4 and 6-13 showed greater potency against influenza A virus (H(1)N(1)) (IC(50) 0.26-0.86 microg/mL) than amantadine (IC(50) 0.92 microg/mL), and 11 exhibited the best potency (IC(50) 0.51, 2.6, and 3.4 microg/mL) of these compounds against the HepG2, Hep3B, and MCF-7 cancer cell lines, respectively.
authors.affiliation: Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan, Republic of China.
authors.forename: Chia-Lin
authors.initials: CL
authors.lastname: Lee
authors.forename: Lien-Chai
authors.initials: LC
authors.lastname: Chiang
authors.forename: Li-Hung
authors.initials: LH
authors.lastname: Cheng
authors.forename: Chih-Chuang
authors.initials: CC
authors.lastname: Liaw
authors.forename: Mohamed H
authors.initials: MH
authors.lastname: Abd El-Razek
authors.forename: Fang-Rong
authors.initials: FR
authors.lastname: Chang
authors.forename: Yang-Chang
authors.initials: YC
authors.lastname: Wu
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D003374:Coumarins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D005309:Ferula / Q000737:chemistry*; D006801:Humans; D053118:Influenza A Virus, H1N1 Subtype / Q000187:drug effects*; D007251:Influenza, Human / Q000188:drug therapy*; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: C544273:10'R-acetoxy-11'-hydroxyumbelliprenin; C544272:5'-acetoxy-8'-hydroxyumbelliprenin; D000972:Antineoplastic Agents, Phytogenic; D000998:Antiviral Agents; D003374:Coumarins; D012717:Sesquiterpenes