The (-)-enantiomer of gossypol possesses higher anticancer potency than racemic gossypol in human breast cancer.

S Liu, SK Kulp, Y Sugimoto, J Jiang, HL Chang… - Anticancer …, 2002 - europepmc.org
Natural gossypol (GP), a polyphenolic pigment in cottonseed, is a racemic mixture of two
enantiomers,(+) GP and (-) GP. Our aim was to compare the abilities of (+/-) GP,(+) GP and …

Structure-activity studies on gossypol in tumor cell lines

MD Shelley, L Hartley, PW Groundwater… - Anti-cancer …, 2000 - journals.lww.com
Abstract Gossypol [(2, 2′-binaphthalene)-8, 8′-dicarboxaldehyde-1, 1′, 6, 6′, 7, 7′-
hexahydroxy-5, 5′-diisopropyl-3, 3′-dimethyl] 1a is a naturally occurring compound …

Stereo-specific cytotoxic effects of gossypol enantiomers and gossypolone in tumour cell lines

MD Shelley, L Hartley, RG Fish, P Groundwater… - Cancer letters, 1999 - Elsevier
The naturally occurring compound, gossypol, has been previously used as a male oral
contraceptive, for the treatment of benign gynaecological conditions and cancer patients …

Gossypol in hibits basal and estrogen-stimulated DNA synthesis in human breast carcinoma cells

YF Hu, CJG Chang, RW Brueggemeier, YC Lin - Life sciences, 1993 - Elsevier
Estrogen stimulates the growth of hormone-dependent human breast cancer. Failure of
chemotherapy frequently results from the development of multidrug resistance. Gossypol …

Modulation of resistance to alkylating agents in cancer cell by gossypol enantiomers

JM Ford, WN Hait, SA Matlin, CC Benz - Cancer letters, 1991 - Elsevier
Several cell lines resistant to alkylating agents possess increased activity of gluthathione-S-
transferase (GST) drug detoxifying enzymes. Inhibition of certain enzymes of the …

Different pathways of cell killing by gossypol enantiomers

J Qiu, LR Levin, J Buck… - … biology and medicine, 2002 - journals.sagepub.com
Gossypol, a polyphenolic, aldehyde-containing constituent of cottonseed, produced partial
responses (> 50% reduction in tumor size) in some patients with advanced cancer and …

Oral gossypol in the treatment of patients with refractory metastatic breast cancer: a phase I/II clinical trial

C Van Poznak, AD Seidman, MM Reidenberg… - Breast cancer research …, 2001 - Springer
Gossypol has demonstrated in vitro effects on cell cycle regulation and anti-tumor activity
against mammary carcinoma cell lines. This Phase I/II study assesses both the effect of …

Antiproliferative effect of gossypol and its optical isomers on human reproductive cancer cell lines

V Band, AP Hoffer, H Band, AE Rhinehardt… - Gynecologic …, 1989 - Elsevier
The antiproliferative effect of gossypol and its optical isomers on various human cell lines of
reproductive and nonreproductive tissue origin was studied. Various reproductive cancer …

Cytotoxicity of gossypol enantiomers and its quinone metabolite gossypolone in melanoma cell lines

L Blackstaffe, MD Shelley, RG Fish - Melanoma research, 1997 - journals.lww.com
Abstract The cytotoxicity of the (-)-and (+)-isomers and the quinone metabolite gossypolone
prepared from the naturally occurring polyphenolic dialdehyde gossypol were compared …

Cytotoxicity of enantiomers of gossypol.

AE Joseph, SA Matlin, P Knox - British journal of cancer, 1986 - ncbi.nlm.nih.gov
Gossypol, a phenolic compound extracted from the cotton plant, has been used as an oral
male contraceptive in China; few side effects other than transient hypokalaemia have been …