Non-polar flavonoids of Calycadenia, Lagophylla and Madia

Bohm, Bruce A.; Fong, Charmaine; Hiebert, Muriel; Jamal, Azim; Crins, William J.

doi:10.1016/0031-9422(92)80273-h

Cited by 8 publications

(3 citation statements)

References 11 publications

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“…Previously, compound 1 has been isolated from Gutierrezia microcephala (4), Polanisia trachysperma (5), Calycadenia truncata (6), and Calycadenia mollis (6), and compound 2 from Calycopteris floribunda (7), Digitalis thapsi (8), Baccharis incarum (9), Gutierrezia resinosa (10), Gutierrezia microcephala (11), Calycadenia ciliosa (6), and Calycadenia multiglandulosa (6). The reported 'H-nmr data for 1 (4,5) and 2 (9-11), measured in CC14, CDClj, Me2CO-i/6 or DMSCW6 did not effectively distinguish between OMe-3' versus OMe-4' substitution, since these data for both substitution patterns were very similar.…”

Section: And Discussionmentioning

confidence: 99%

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Three flavonols,5,6,7,8, [1], 5,4'dihydroxy-3,6,7,8,3'-pentamethoxyflavone [2], and quercetin 3-0-|3-D-glucopyranosyl-7-0-a-L-rhamnopyranoside [3], were isolated from Polanisia dodecandra. Compound 1 showed remarkable cytotoxicity in vitro against panels of central nervous system cancer (SF-268, SF-539, SNB-75, U-251), non-small cell lung cancer (HOP-62, NCI-H266, NCI-H460, NCI-H522), small cell lung cancer (DMS-114), ovarian cancer (OVCAR-3, SK-OV-3), colon cancer (HCT-116), renal cancer (UO-31), a melanoma cell line (SK-MEL-5), and two leukemia cell lines (FIL-60 {TB], SR), with GI50 values in the low micromolar to nanomolar concentration range.

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confidence: 99%

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Antitumor Agents, 154. Cytotoxic and Antimitotic Flavonols from Polanisia dodecandra

Shi¹,

Chen²,

Li³

et al. 1995

J. Nat. Prod.

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Three flavonols, 5,3'-dihydroxy-3,6,7,8,4'-pentamethoxyflavone [1], 5,4'-dihydroxy-3,6,7,8,3'-pentamethoxyflavone [2], and quercetin 3-O-beta-D-glucopyranosyl-7-O-alpha-L-rhamnopyranoside [3], were isolated from Polanisia dodecandra. Compound 1 showed remarkable cytotoxicity in vitro against panels of central nervous system cancer (SF-268, SF-539, SNB-75, U-251), non-small cell lung cancer (HOP-62, NCI-H266, NCI-H460, NCI-H522), small cell lung cancer (DMS-114), ovarian cancer (OVCAR-3, SK-OV-3), colon cancer (HCT-116), renal cancer (UO-31), a melanoma cell line (SK-MEL-5), and two leukemia cell lines (HL-60 [TB], SR), with GI50 values in the low micromolar to nanomolar concentration range. This substance also inhibited rubulin polymerization (IC50 = 0.83 +/- 0.2 microM) and the binding of radiolabeled colchicine to tubulin with 59% inhibition when present in equimolar concentrations with colchicine. Compound 2 also showed cytotoxicity against medulloblastoma (TE-671) tumor cells with an ED50 value of 0.98 microgram/ml. Compound 1 appears to be the first example of a flavonol to exhibit potent inhibition of tubulin polymerization and, therefore, warrants further investigation as an antimitotic agent.

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Section: And Discussionmentioning

confidence: 99%

“…

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confidence: 99%

Antitumor Agents, 154. Cytotoxic and Antimitotic Flavonols from Polanisia dodecandra

Shi¹,

Chen²,

Li³

et al. 1995

J. Nat. Prod.

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show abstract

“…Depending on the species, glandular trichomes and resinous excretions are obvious on stems, leaves and bracts, hence the trivial name, tarweed, is derived. Little is known so far about the external accumulation of flavonoid aglycones and terpenoids, a phenomenon that is widespread in the family (Wellenweber and Valant-Vetschera, 1996;Bohm et al, 1992). The genus comprises 18 species of annual or perennial herbs growing in the United States and Chile.…”

Section: Introductionmentioning

confidence: 99%