Synthesis and cytotoxic evaluation of alpha-methylene-gamma-butyrolactone bearing naphthalene and naphtho[2,1-b]furan derivatives.
Naphthalene alpha-methylene-gamma-butyrolactones exhibits a unique cytotoxicity profile. They are highly cytostatic for leukaemia cancer cells but are not cytocidal. For almost all the solid tumours tested, they are both cytostatic and cytocidal. Substitution of a bromo atom on either naphthalene or both naphthalene and gamma-phenyl moiety of the lactone enhanced potency while retaining the same cytotoxicity profile. The tricyclic naphtho[2,1-b]furan derivatives, prepared from 2-hydroxy-1-naphthaldehyde in an efficient pathway, also possess the same cytotoxicity profile.
Lee
Kuan-Han
KH
Department of Pharmacy, Tajen Institute of Technology, 20 Wei-Shih Rd, Shir-Ell Tsun, Pingtung, Taiwan. khlee@ccsun.tajen.edu.tw
Huang
Bor-Ruey
BR
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D005663:Furans; D009281:Naphthalenes; C014096:alpha-methylene gamma-butyrolactone; D015107:4-Butyrolactone