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Synthesis, structural elucidation and biological evaluations of new guanidine-containing terpenoids as anticancer agents

Duca, Gheorghe and Aricu, Aculina and Kuchkova, Kaleria and Secara, Elena and Barba, Alic and Spengler, Gabriella (2018) Synthesis, structural elucidation and biological evaluations of new guanidine-containing terpenoids as anticancer agents. NATURAL PRODUCT LETTERS. pp. 1-5. ISSN 1478-6419 (print); 1478-6427 (online)

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Abstract

Using sclareol and sclareolide as starting materials, the guanidine derivatives of 12-amino-11-dihomodrimane-8α-ol and 13-amino-14,15-bis-dinorlabd-8(9)-ene were synthesized by the reaction of the corresponding amines with sodium hydrogencyanamide in ethanol - water solution. Monoacyl- and diacylguanidines were prepared from activated with N,N-carbonyldiimidazole Δ8,9-bicyclohomofarnesenoic acid by the reaction with guanidine. Their structures were confirmed by the 1H and 13C NMR, IR spectral and elemental analysis data. The compounds 12, 13 and 15 were screened for their antiproliferative and cytotoxicity activities against Colo 205, Colo 320 and MRC 5 human lung fibroblasts with respect to standard drug, Cisplatin. The compounds 12 and 15 exhibits excellent results than positive control. Hence these two compounds may be act as drug lead molecules in cancer chemotherapy.

Item Type: Article
Uncontrolled Keywords: Guanidines; dihomodrimane; 14,15-Bis-norlabdane; terpenoids; synthesis; antiproliferative activity
Subjects: Q Science / természettudomány > QH Natural history / természetrajz > QH301 Biology / biológia > QH3011 Biochemistry / biokémia
SWORD Depositor: MTMT SWORD
Depositing User: MTMT SWORD
Date Deposited: 16 Jul 2019 12:17
Last Modified: 16 Jul 2019 12:17
URI: http://real.mtak.hu/id/eprint/94426

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