3-Hydroxycatalponol - CAS 265644-24-4
Catalog number: 265644-24-4
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C15H18O3
Molecular Weight:
246.3
COA:
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Chemical Family:
Other Natural Compounds
Description:
3-Hydroxycatalponol isolated from the roots of Ekmanianthe longiflora.
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Purity:
97%
Appearance:
Powder
Synonyms:
(2R,3R,4R)-3,4-Dihydroxy-2-(3-methyl-2-buten-1-yl)-3,4-dihydro-1( 2H)-naphthalenone
MSDS:
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Quality Standard:
Enterprise Standard
Quantity:
Milligrams-Grams
1.Cytotoxic constituents of the roots of Ekmanianthe longiflora.
Peraza-Sánchez SR;Chávez D;Chai HB;Shin YG;García R;Mejía M;Fairchild CR;Lane KE;Menendez AT;Farnsworth NR;Cordell GA;Pezzuto JM;Kinghorn AD J Nat Prod. 2000 Apr;63(4):492-5.
Bioactivity-directed fractionation of the CHCl(3) extract of the roots of Ekmanianthe longiflora resulted in the isolation of three new natural products, (2R,3R,4R)-3,4-dihydro-3, 4-dihydroxy-2-(3-methyl-2-butenyl)-1(2H)-naphthalenone (1), (2S,3R, 4R)-3,4-dihydro-3, 4-dihydroxy-2-(3-methyl-2-butenyl)-1(2H)-naphthalenone (2), and (2R, 3aR,9R,9aR)-9-hydroxy-2-(1-hydroxy-1-methylethyl)-2,3,3a,4,9 , 9a-hexahydro-naphtho[2,3-b]furan-4-one (3), together with the known compounds 2-(1-hydroxyethyl)naphtho[2,3-b]furan-4,9-quinone (4), 2-acetylnaphtho[2,3-b]furan-4,9-quinone (5), dehydro-iso-alpha-lapachone (6), alpha-lapachone (7), catalponol, and epi-catalponol. The structures of 1-3 were determined using a combination of NMR spectroscopic techniques, and the absolute configurations of compounds 1 and 2 were obtained using Mosher ester methodology. Compounds 4-6 showed significant cytotoxicity in a panel of human cancer cells. alpha-Lapachone (7) exhibited only marginal activity, and catalponol and epi-catalponol were inactive in this regard. When tested at 72 mg/kg/injection in an in vivo mouse P-388 leukemia system, compound 4 was inactive (110% T/C).
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CAS 265644-24-4 3-Hydroxycatalponol

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