Novel antimitotic dibenzocyclo-octadiene lignan constituents of the stem bark of Steganotaenia araliacea.
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.
Wickramaratne
D B
DB
Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago 60612.
Pengsuparp
T
T
Mar
W
W
Chai
H B
HB
Chagwedera
T E
TE
Beecher
C W
CW
Farnsworth
N R
NR
Kinghorn
A D
AD
Pezzuto
J M
JM
Cordell
G A
GA
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
D000972:Antineoplastic Agents, Phytogenic; D017705:Lignans; D014404:Tubulin