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J Nat Prod ; 80(4): 1087-1095, 2017 04 28.
Article in English | MEDLINE | ID: mdl-28240909

ABSTRACT

From a CH2Cl2 extract of the bark of Taxus wallichiana, six new taxoids, wallitaxanes A-F (1-6), were isolated, together with 29 known compounds. The structures of the new compounds were elucidated on the basis of spectroscopic data interpretation. Wallitaxane D (4) was identified as an opened oxetane-type taxoid having the first naturally occurring C(H)-20 acetal group, while wallitaxanes E (5) and F (6) are representative of the rare abeo-taxoid class. The isolated compounds were evaluated for their α-glucosidase inhibitory activity and for cytotoxicity against the HeLa human cervical cancer cell line. In the present work, taxanes were found to exhibit α-glucosidase inhibitory activity for the first time, and wallitaxane A (1) showed the most potent effect, with an IC50 value of 3.6 µM. In turn, 7-epi-taxol (16) and 7-epi-10-deacetyltaxol (17) showed IC50 values of 0.05 and 0.085 nM, respectively, against HeLa cells.


Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Bridged-Ring Compounds/chemistry , Diterpenes/isolation & purification , Diterpenes/pharmacology , Glycoside Hydrolase Inhibitors/isolation & purification , Glycoside Hydrolase Inhibitors/pharmacology , Plant Bark/chemistry , Taxoids/isolation & purification , Taxoids/pharmacology , Taxus/chemistry , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Diterpenes/chemistry , Glycoside Hydrolase Inhibitors/chemistry , Humans , Molecular Structure , Paclitaxel/pharmacology , Taxoids/chemistry , alpha-Glucosidases
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