A novel water-soluble gossypol derivative increases chemotherapeutic sensitivity and promotes growth inhibition in colon cancer

F Yan, XX Cao, HX Jiang, XL Zhao… - Journal of medicinal …, 2010 - ACS Publications
Compound 1 ((−)-gossypol) has been long known as a chemical anticancer agent. With its
low water solubility and toxicity, it is not widely used as a commercial drug. To overcome …

Reaction chemistry of gossypol and its derivatives

JA Kenar - Journal of the American Oil Chemists' Society, 2006 - Wiley Online Library
Gossypol, a complex polyphenolic compound, is a naturally occurring highly colored yellow
pigment found in the small intercellular pigment glands in the leaves, stems, roots, and seed …

Synthesis of cholestane glycosides bearing OSW-1 disaccharide or its 1→ 4-linked analogue and their antitumor activities

D Zheng, L Zhou, Y Guan, X Chen, W Zhou… - Bioorganic & medicinal …, 2010 - Elsevier
For further structure–activity relationship (SAR) research of OSW saponins, a cholestane
glycoside, namely 3β, 16β, 26-trihydroxycholest-5-en-22-one 16-O-(2-O-4-methoxybenzoyl …

A Simple and Rapid Quantitative Assay for Gossypol via Reactive Matrix-Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry

M Wang, L Ling, Y Qin, CF Ding - Journal of the American Society …, 2024 - ACS Publications
The development of simple and rapid analytical tools for gossypol (GSP) is important to the
food industry and medical field. Here, we report a matrix-assisted laser desorption/ionization …

Developing gossypol derivatives with enhanced antitumor activity

XS Liang, AJ Rogers, CL Webber, TJ Ormsby… - Investigational new …, 1995 - Springer
Preclinical and clinical studies have pointed to the antitumor potential of the naturally
occurring polyphenolic binaphthyl dialdehyde, gossypol, as well as its purified (−,+) …

Synthesis and anti-HIV activity of 1, 1'-dideoxygossypol and related compounds

RE Royer, LM Deck, TJ Vander Jagt… - Journal of medicinal …, 1995 - ACS Publications
1, l'-Dideoxygossypol (DDG), 1, l'-dideoxygossylic acid (DDGA), 8-deoxyhemigossypol
(DHG), and 8-deoxyhemigossylic acid (DHGA) were synthesized and tested fortheir ability to …

Identification of glucuronidation and biliary excretion as the main mechanisms for gossypol clearance: in vivo and in vitro evidence

H Liu, H Sun, D Lu, Y Zhang, X Zhang, Z Ma, B Wu - Xenobiotica, 2014 - Taylor & Francis
The natural polyphenol gossypol possesses many therapeutic benefits. Here we aim to
determine the elimination pathways of gossypol in vivo and in vitro. 2. Metabolite elucidation …

Synthesis of tigogenin MeON-Neoglycosides and their antitumor activity

GL Li, HJ Xu, SH Xu, WW Wang, BY Yu, J Zhang - Fitoterapia, 2018 - Elsevier
To discover new potent cytotoxic steroidal saponins, a series of tigogenin neoglycosides
were synthesized via oxyamine neoglycosylation for the first time. The preliminary bioassays …

Syntheses and structure–activity relationship studies of N-substituted-β-d-glucosaminides as selective cytotoxic agents

B Wang, Y Liu, Y Wang, X Liu, MS Cheng - Bioorganic & medicinal …, 2012 - Elsevier
Twenty-four diosgenyl saponins bearing cinnamoyl, carbamido and thiosemicarbazone
groups were synthesized concisely. The cytotoxicities of the synthetic compounds on six …

Probing into the mechanism of action, metabolism and toxicity of gossypol by studying its (+)-and (−)-stereoisomers

Y Yu-Wen - Journal of ethnopharmacology, 1987 - Elsevier
The chemistry of gossypol is very relevant to its unique actions. The two aldehyde groups
can easily bind to proteins via aldehyde-amino group linkage. Gossypolone, the in vivo …