Lewis acid-assisted olefin cross-metathesis reaction: an efficient approach for the synthesis of glycosidic-pyrroloquinolinone based novel building blocks of camptothecin and evaluation of their antitumor activity |
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| Authors: | Lingaiah Nagarapu Hanmant K Gaikwad Rajashaker Bantu Sheeba Rani Manikonda C Ganesh Kumar Sujitha Pombala |
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| Institution: | 1. Organic Chemistry Division-II, Indian Institute of Chemical Technology (CSIR), Tarnaka, Hyderabad 500607, India;2. Chemical Biology Laboratory, Indian Institute of Chemical Technology (CSIR), Tarnaka, Hyderabad 500607, India |
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| Abstract: | A series of glycosidic-pyrroloquinolinone based novel building blocks of camptothecin (2a–g) were synthesized via Lewis acid-assisted olefin cross-metathesis reaction using Ti(OiPr)4 30 mol % and 10 mol % of Grubb’s second generation catalyst with good to excellent yields. Most of these compounds exhibited significant growth inhibitory effects on all the tested cancer cell lines and three compounds (2c, 2d and 2e) showed potent cytotoxic activity. |
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