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Gossypol Sale

(Synonyms: 棉酚; BL 193) 目录号 : GN10082

A natural polyphenol with diverse effects

Gossypol Chemical Structure

Cas No.:303-45-7

规格 价格 库存 购买数量
10mM (in 1mL DMSO)
¥441.00
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50mg
¥546.00
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100mg
¥924.00
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200mg
¥1,460.00
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Sample solution is provided at 25 µL, 10mM.

Description

Gossypol is a natural phenol compound derived from cotton stems, leaves, seeds, and flower buds.Gossypol has a 518.55 Dalton molecular weight and a yellow pigment. The most common toxic effectof Gossypolis the impairment of male and female reproduction. Another important toxic effect is its interference with immune function, reducing an animal’s resistance to infections and impairing the efficiency of vaccines[1].

In vitro: In bovine granulosa cells, treatment with gossypol dose-dependently decreased hCG-induced cAMP formation. Gossypol (12.5 μg/ml) inhibited basal cAMP level and progesterone secretion(2). Gossypol (50 and 100 μg/ml) decreased the percentage of sperm that completed the swim-up procedure. When cultured with5 or 10 μg/ml gossypol, development of cleaved embryos was reduced(3). In the lymphocytes isolated from lymph nodes of BALB/c mice, gossypol significantly inhibited the proliferation of mouse lymphocytes stimulated with phorbol ester plus ionomycin in a dose-dependent manner. Gossypol significantly suppressed the lymphoblastic transformation of both T and B lymphocyte subsets. Moreover, gossypol could induce apoptosis of lymphocytes in a time- and dose-dependent manner (4).

In vivo: In male Sprague-Dawley rats, gossypol (25 mg/kg, i.p.) caused marked changes in the activity of the hepatic and serum γ-glutamyltransferase (GGT) and microsomal monooxygenases (5). Rats that received lower gossypol doses (15 mg/kg/day for four weeks or 30 mg/kg/day for two weeks) showed morphological changes in the liver(6).

References:
[1].  Gadelha I C N, Fonseca N B S, Oloris S C S, et al. Gossypol toxicity from cottonseed products[J]. The Scientific World Journal, 2014, 2014.
[2].  Lin Y C, Coskun S, Sanbuissho A. Effects of gossypol on in vitro bovine oocyte maturation and steroidogenesis in bovine granulosa cells[J]. Theriogenology, 1994, 41(8): 1601-1611.
[3].  Brocas C, Rivera R M, Paula-Lopes F F, et al. Deleterious actions of gossypol on bovine spermatozoa, oocytes, and embryos[J]. Biology of reproduction, 1997, 57(4): 901-907.
[4].  Xu W, Xu L, Lu H, et al. The immunosuppressive effect of gossypol in mice is mediated by inhibition of lymphocyte proliferation and by induction of cell apoptosis[J]. ActaPharmacologicaSinica, 2009, 30(5): 597-604.
[5].  Deoras D P, Young-Curtis P, Dalvi R R, et al. Effect of gossypol on hepatic and serum γ-glutamyltransferase activity in rats[J]. Veterinary research communications, 1997, 21(5): 317-323.
[6].  Ying W, Hai-Peng L. Hepatotoxicity of gossypol in rats[J]. Journal of ethnopharmacology, 1987, 20(1): 53-64.

实验参考方法

Cell experiment:

Two representative UM-SCC cell lines, UM-SCC-6 and UM-SCC-14A, are continuously exposed to 0 (vehicle control), 5 or 10 μM (±)-Gossypol, (-)-Gossypol or (+)-Gossypol in a 6-day MTT cell survival assay[1].

References:

[1]. Oliver CL, et al. In vitro effects of the BH3 mimetic, (-)-Gossypol, on head and neck squamous cell carcinoma cells. Clin Cancer Res. 2004 Nov 15;10(22):7757-63.

化学性质

Cas No. 303-45-7 SDF
别名 棉酚; BL 193
化学名 7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
Canonical SMILES CC1=C(C(=C2C(=C1)C(=C(C(=C2C=O)O)O)C(C)C)O)C3=C(C=C4C(=C3O)C(=C(C(=C4C(C)C)O)O)C=O)C
分子式 C30H30O8 分子量 518.55
溶解度 ≥ 25.95mg/mL in DMSO 储存条件 4°C, protect from light
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1 mg 5 mg 10 mg
1 mM 1.9285 mL 9.6423 mL 19.2845 mL
5 mM 0.3857 mL 1.9285 mL 3.8569 mL
10 mM 0.1928 mL 0.9642 mL 1.9285 mL
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