title: Novel antimitotic dibenzocyclo-octadiene lignan constituents of the stem bark of Steganotaenia araliacea.
abstract: By means of activity-directed chromatographic fractionation using cultured astrocytoma (ASK) cells, six dibenzocyclo-octadiene lignans were isolated from Steganotaenia araliacea stem bark. In addition to the most abundant analogue, steganangin [1], two other known compounds, steganacin [3] and steganolide A [6], and three new compounds, episteganangin [2], steganoate A [4], and steganoate B [5], were obtained. Episteganangin [2] was chemically correlated with the known ketone steganone [7]. All of these compounds demonstrated cytotoxic activity when tested against a panel of eleven human tumor cell lines, with the exception of steganoate A [4]. The magnitude of this activity tended to correlate with antimitotic activity observed with the ASK assay and in vitro inhibition of microtubule assembly. Steganacin [3] was less cytotoxic than colchicine, but more active in these latter two assay systems.
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago 60612.
authors.forename: D B
authors.initials: DB
authors.lastname: Wickramaratne
authors.forename: T
authors.initials: T
authors.lastname: Pengsuparp
authors.forename: W
authors.initials: W
authors.lastname: Mar
authors.forename: H B
authors.initials: HB
authors.lastname: Chai
authors.forename: T E
authors.initials: TE
authors.lastname: Chagwedera
authors.forename: C W
authors.initials: CW
authors.lastname: Beecher
authors.forename: N R
authors.initials: NR
authors.lastname: Farnsworth
authors.forename: A D
authors.initials: AD
authors.lastname: Kinghorn
authors.forename: J M
authors.initials: JM
authors.lastname: Pezzuto
authors.forename: G A
authors.initials: GA
authors.lastname: Cordell
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007941:Leukemia P388 / Q000188:drug therapy; D017705:Lignans / Q000302:isolation & purification* / Q000494:pharmacology; D051379:Mice; D008870:Microtubules / Q000378:metabolism; D010946:Plants, Medicinal / Q000737:chemistry*; D014404:Tubulin / Q000096:biosynthesis; D014407:Tumor Cells, Cultured
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D017705:Lignans; D014404:Tubulin