title: Biocatalysis of the anticancer sipholane triterpenoids.
abstract: The Red Sea sponge Callyspongia (= Siphonochalina) siphonella is a rich source of sipholane triterpenoids. Biocatalysis of the major sipholanes, sipholenol A (1) and sipholenone A (2), respectively, by Mucor ramannianus ATCC 9628 and Cunninghamella elegans ATCC 7929 afforded four new metabolites 3 - 6 along with sipholenol G and 28-hydroxysipholenol A. Major sipholanes along with their biocatalytic products were investigated for their antiproliferative activity against the highly malignant +SA mouse mammary epithelial cell line. Sipholenone A (2) was the most active sipholane inhibiting +SA cell proliferation with an IC(50) value of 20 - 30 microM. Sipholenone A, also, showed cytotoxicity against MCF-7 at a dose of 0.9 microM and antiangiogenic activity in the CAM (chorio-allantoic membrane) assay. This is the first report on anticancer activity of these triterpenoids.
authors.affiliation: College of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana, USA.
authors.forename: Sandeep
authors.initials: S
authors.lastname: Jain
authors.forename: Amit
authors.initials: A
authors.lastname: Shirode
authors.forename: Shenouda
authors.initials: S
authors.lastname: Yacoub
authors.forename: Ashley
authors.initials: A
authors.lastname: Barbo
authors.forename: Paul W
authors.initials: PW
authors.lastname: Sylvester
authors.forename: Eric
authors.initials: E
authors.lastname: Huntimer
authors.forename: Fathi
authors.initials: F
authors.lastname: Halaweish
authors.forename: Khalid A
authors.initials: KA
authors.lastname: El Sayed
mesh_terms: D020533:Angiogenesis Inhibitors / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D047128:Callyspongia; D045744:Cell Line, Tumor / Q000187:drug effects; D002642:Chick Embryo / Q000187:drug effects; D002645:Chickens; D004305:Dose-Response Relationship, Drug; D006801:Humans; D020128:Inhibitory Concentration 50; D051379:Mice; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D014315:Triterpenes / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use
chemical_list: D020533:Angiogenesis Inhibitors; D000972:Antineoplastic Agents, Phytogenic; D010936:Plant Extracts; D014315:Triterpenes