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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antineoplastic Agents, Phytogenic / chemistry
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Antineoplastic Agents, Phytogenic / isolation & purification
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Antineoplastic Agents, Phytogenic / pharmacology
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Antiviral Agents / chemistry
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Antiviral Agents / isolation & purification*
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Antiviral Agents / pharmacology*
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Chlorocebus aethiops
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Coumarins / chemistry
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Coumarins / isolation & purification*
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Coumarins / pharmacology*
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Ferula / chemistry*
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Humans
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Influenza A Virus, H1N1 Subtype / drug effects*
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Influenza, Human / drug therapy*
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Molecular Structure
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Plants, Medicinal / chemistry*
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Sesquiterpenes / chemistry
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Sesquiterpenes / isolation & purification*
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Sesquiterpenes / pharmacology*
Substances
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10'R-acetoxy-11'-hydroxyumbelliprenin
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5'-acetoxy-8'-hydroxyumbelliprenin
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Antineoplastic Agents, Phytogenic
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Antiviral Agents
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Coumarins
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Sesquiterpenes