Isoboonein - CAS 99946-04-0
Catalog number: 99946-04-0
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C9H14O3
Molecular Weight:
170.2
COA:
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Chemical Family:
Iridoids
Description:
Isoboonein isolated from the herbs of Rauvolfia vomitoria.
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Purity:
0.95
Appearance:
Powder
Synonyms:
(4aR,6S,7R,7aS)-6-hydroxy-7-methyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one
MSDS:
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Quality Standard:
Enterprise Standard
Quantity:
Milligrams-Grams
1.Iridoids from Gentiana loureirii.
Wu M;Wu P;Liu M;Xie H;Jiang Y;Wei X Phytochemistry. 2009 Apr;70(6):746-50. doi: 10.1016/j.phytochem.2009.03.018. Epub 2009 May 4.
Iridoid glycosides, 2',3',6'-tri-O-acetyl-4'-O-trans-p-(O-beta-d-glucopyranosyl)coumaroyl-7-ketologanin (1), 2'-O-caffeoylloganic acid (2), 2'-O-p-hydroxybenzoylloganic acid (3), 2'-O-trans-p-coumaroylloganic acid (4), and 2'-O-cis-p-coumaroylloganic acid (5), were isolated from whole plants of Gentiana loureirii along with six known iridoids, 7-ketologanin (6), loganin (7), loganic acid (8), sweroside, boonein, and isoboonein, and three other known compounds. Their structures were elucidated by spectroscopic means and chemical correlations. The isolated iridoids were evaluated for antibacterial and antioxidant activities, but were either inactive or very weakly active.
2.Non-glycosidic iridoids from Cymbaria mongolica.
Dai JQ;Liu ZL;Yang L Phytochemistry. 2002 Mar;59(5):537-42.
Six non-glycosidic iridoids, i.e. (1R,4S,4aS,7S,7aS)-7-hydroxyl-4-hydroxy- methyl-7-methyl-1-methoxyl-1,4,4a,7a-tetrahydrocyclopenta[e]pyran-3-one (1), (1S,4R,4aS,7S,7aS)-7-hydroxyl-4-hydroxymethyl-7-methyl-1-methoxyl-1,4,4a,7a-tetrahydrocyclopenta[e]pyran-3-one (2), (1R,4R,4aS,7S,7aS)-7-hydroxyl-4-hydroxy-methyl-7-methyl-1-methoxyl-1,4,4a,7a-tetrahydrocyclopenta[e]pyran-3-one (3), (1R, 4R, 4aS, 7aS)-4,7-dihydroxymethyl-1-methoxyl-1,4,4a,7a-tetrahydrocyclopenta-6-ene[e]pyran-3-one (4), (1R, 4R, 4aS, 7aS)-4,7-dihydroxymethyl-1-hydroxyl-1,4,4a, 7a-tetrahydrocyclopenta-6-ene[e]pyran-3-one (5), (1R, 4S, 4aS, 7aS)-4,7-dihydroxy-methyl-1-methoxyl-1,4,4a,7a-tetrahydrocyclopenta-6-ene[e]pyran-3-one (6), as well as five known non-glycosidic iridoids mussaenin A (7), gardendiol (8), isoboonein (9), 4-epi-alyxialactone (10) and rehmaglutin D (11) have been isolated from the Chinese medicinal plant Cymbaria mongolica. Their structures were elucidated by spectroscopic methods. These compounds exhibit significant antitumor and antibacterial activity.
3.A novel antibacterial iridoid and triterpene from Caiophora coronata.
Khera S;Woldemichael GM;Singh MP;Suarez E;Timmermann BN J Nat Prod. 2003 Dec;66(12):1628-31.
Bioassay-guided fractionation of the antibacterial CH(2)Cl(2)-MeOH extract obtained from the aerial parts of the Argentinean plant Caiophora coronata led to the isolation of a new triterpene, 1beta,3beta-dihydroxyurs-12-en-27-oic acid, 1, and a new iridoid, 1alpha-methoxy-6alpha,10-dihydroxyisoepiiridomyrmecin (caiophoraenin), 2, along with the known iridoid isoboonein 3. Their structures were established by spectroscopic techniques (1D and 2D NMR, HRFABMS, FTIR). The MIC values of isolated compounds were determined against methicillin-sensitive (MSSA) and -resistant (MRSA) strains of Staphylococcus aureus, Bacillus subtilis (BS), vancomycin-resistant Enterococcus faecium (VREF), Escherichia coli (EC), E. coli imp (ECimp), and Candida albicans (CA). Compound 1 was found active against BS, MSSA, MRSA, VREF, and ECimp with MIC values of 2, 4, 4, 4, and 16 microg/mL, respectively.
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CAS 99946-04-0 Isoboonein

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