Syntheses, Transformations, and Cytotoxicities of 2,3-Secolupane Acetylhydrazones

New 2,3-secolupane derivatives with methylketone, acetylhydrazone, and 1,3,4-oxadiazoline fragments were prepared via chemical modification of ring A and the isopropylene group of 1-cyano-2,3-secotriterpenoids. Cytotoxicity studies of the synthesized compounds using four tumor cell lines (HEp-2 huma...

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Bibliographic Details
Published in:Chemistry of natural compounds 2018-07, Vol.54 (4), p.705-709
Main Authors: Tolmacheva, I. A., Eroshenko, D. V., Grishko, V. V.
Format: Article
Language:English
Subjects:
Antiviral agents
Lung cancer
Medicine
Melanoma
Nitriles
Organic Chemistry
Pharmacy
Plant Sciences
Toxicity
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Summary:New 2,3-secolupane derivatives with methylketone, acetylhydrazone, and 1,3,4-oxadiazoline fragments were prepared via chemical modification of ring A and the isopropylene group of 1-cyano-2,3-secotriterpenoids. Cytotoxicity studies of the synthesized compounds using four tumor cell lines (HEp-2 human epithelial type 2 carcinoma, MS melanoma, RD TE32 rhabdomyosarcoma, and A549 lung carcinoma) showed that 3,30-dialdehyde 3 (IC 50 3.98 μM) and 30-acetylhydrazone 10 (IC 50 8.95 μM) were the most cytotoxic for MS melanoma cells. Intermediate 3 was also active against RD TE32 rhabdomyosarcoma cells (IC 50 6.70 μM).
ISSN:0009-3130
1573-8388
DOI:10.1007/s10600-018-2450-8