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Gossypol and Derivatives

Polyphenol C30H30O8 from plants of the Gossypium genus, Malvaceae.

Molecular Weight: 518.6
Melting Point: 177-182°C (decomp.)
Purity min.: 98%
CAS Number: 303-45-7
IDNUMBER: ST065835

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Gossypol
Gossypol

 

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About Gossypol, Definitions of Gossypol

- An anticancer drug extracted from the cotton plant

- Gossypol is a polyphenol C30H30O8derived from the cottonseed plant (genus Gossypium, family Malvaceae)used as a male oral contraceptive in China. Its efficacy is comparable to the female birth control pill.

- A pigment normally found in cotton which gives this crop some resistance to insects

Gossypol Biological Properties

  • A polyphenolic aldehyde that permeates cells and acts as an inhibitor for several dehydrogenase enzymes.
  • Gossypol is antimalarial being the selective inhibitor of Plasmodium falciparum (pfLDH over hLDHs), an essential enzyme for energy generation within malarial parasite.
  • Posesses proapoptotic properties, probably due to the regulation of the Bax and Bcl2.
  • Reversibly inhibits Calcineurin and binds to calmodulin.
  • Inhibits replication of the HIV-1 virus.
  • An effective protein kinase C inhibitor.


Additional information about Gossypol:

Gossipol, Gossypol Dipotassium Salt; Gossypol Sodium Salt; Gossypol, (+)-Isomer; Gossypol, (+-)-Isomer; Gossypol, (-)-Isomer; Dipotassium Salt, Gossypol; Sodium Salt, Gossypol.

A dimeric sesquiterpene found in cottonseed (GOSSYPIUM). The (-) isomer is active as a male contraceptive (CONTRACEPTIVE AGENTS, MALE) whereas toxic symptoms are associated with the (+) isomer.

GOSSYPIUM

A plant genus of the family MALVACEAE. It is the source of COTTON FIBER; COTTONSEED OIL, which is used for cooking, and GOSSYPOL. The economically important cotton crop is a major user of agricultural PESTICIDES.

Gossypol Derivatives

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Reference:

Tripathi AK, et.al. An alpha-proteobacterial type malate dehydrogenase may complement LDH function in Plasmodium falciparum. Cloning and biochemical characterization of the enzyme. Eur J Biochem. 2004 Sep;271(17):3488-502

Conners R, et al. Mapping the binding site for gossypol-like inhibitors of Plasmodium falciparum lactate dehydrogenase. Mol Biochem Parasitol. 2005 Aug;142(2):137-48

Choi S., et al. Design, Synthesis, and Biological Evaluation of Plasmodium falciparum Lactate Dehydrogenase. J. Med. Chem. 2007, 3841-3850

BioScreening.net: About Gossypol

 

 

 
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