Journal
ARCHIV DER PHARMAZIE
Volume 356, Issue 3, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ardp.202200305
Keywords
antitumoral activity; Diels-Alder reaction; natural product-like compounds; Norrish type I phototransformation
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In this study, a series of novel natural product-like compounds were synthesized using a diversity-oriented synthetic strategy, and their biological activities were evaluated. Six of these compounds showed micromolar range activities against three human tumor cell lines, with no predicted cytotoxicity against human nontumor cells.
We present the preparation of a series of novel natural product-like homobarrelenones, norcaranes, and dihydrofluorenones through a diversity-oriented synthetic (DOS) strategy that combines Diels-Alder reactions and phototransformations, as well as their biological evaluation against MCF-7, HT-29, and NCI-H460 human tumor cells. Six of these demonstrated activities in the micromolar range against the three cell lines, and none were predicted as cytotoxic against human nontumor cells according to in silico studies. In addition, within the set of active derivatives, three exhibited low unspecific cytotoxicity in a sperm motility assay. The rich functionality of the new compounds makes them ideal candidates for exhaustive structure-activity relationship studies.
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