GOSSYPOL

GOSSYPOL 속성

GOSSYPOL C화학적 특성, 용도, 생산

개요

Gossypol is mainly present in the roots, stems, leaves, and seeds of the plant cotton, and the highest content is found in cotton seeds. Its chemical structure was first determined by Adams in 1938 and was used to be studied in antitumor research.

화학적 성질

Soild

물리적 성질

Appearance: plate or needle-like crystals with yellow color, odorless, and tasteless. Solubility: do not dissolve in water, slightly soluble in ethanol, and soluble in chloroform, ether, acetone, ethyl acetate, dichloroethane, carbon tetrachloride, and pyridine. Difficult to dissolve in cyclohexane, benzene, and petroleum ether. Melting point: 184–214?°C.
Gossypol has a chiral structure with two optical isomers in the left and right. The formic acid gossypol or gossypol acetate was commonly used.

출처

Gossypol is found in cotton and is made synthetically.

역사

The close relationship between male infertility and the consumption of cottonseed products was first found in cotton-producing areas by Shandong scientists in 1971. Further study found that gossypol impaired the sperm quality significantly in rat, rabbit, and so on. Mechanism study showed that gossypol could interact with sperm and then trigger a cascade reaction for different stages of spermatogenesis. Acetate gossypol showed similar biological activities with gossypol. The clinical trial for gossypol tablet for the male contraceptive treatment was initiated in the 1973, which was produced in Shanghai, and the raw material was provided from Shanghai, Shandong, and Zhejiang province. During 1981–1985, the side effect, antifertility reversibility, and safety evaluation induced by gossypol were further investigated by the national 65-35-2-5 scientific group, which was carried out by prospective clinical study in 390 volunteers, and the results showed that there is no carcinogenic, teratogenic, and mutagenic effects in gossypol .

용도

Gossypol is a mixture of natural polyphenols isolated from the cotton plant. It causes spermatogenesis arrest in humans and also functions as an anti-malarial agent. Antiinflammatory. Anticancer.

Indications

This product as gossypol acetate is recorded in the tenth volume of national standards for chemical drugs.
Solid formulations include compound acetate gossypol tablets and gossypol potassium chloride vitamin B capsule. Gossypol was used as male contraceptive drug in clinic previously but terminated due to the induced severer hypokalemia. Now, compound acetate gossypol tablets consisted of acetate gossypol and potassium chloride, vitamins are used for the treatment of uterine functional bleeding, uterine fibroids, and menorrhagia and endometriosis.

일반 설명

Gossypol is considered as an antifertility agent. It is present in cottonseed as a yellowish pigment. This reactive sesquiterpene aldehyde is present in the family Malvaceae and has a molecular mass of 518.54.

위험도

Toxic by ingestion but is inactivated by heat, 0.04% max allowed in foods.

생물학적 활성

Lipophilic agent derived from cottonseed. Exhibits multiple biological effects including antifertility and anticancer activity. Pro-apoptotic; downregulates Bcl-2 and Bcl-XL.

Pharmacology

There are significant differences in pharmacological effects of gossypol between male and female. In males, gossypol could significantly reduce sperm quality, as manifested by the reduced sperm density or activity. Mechanism study showed that gossypol could impair spermatogenic epithelium directly, and sperm cells and spermatocytes are the most sensitive. In female, gossypol could inhibit ovarian and endometrial, muscular steroid hormone receptor, hence thinning the endometrium and muscle layer and reducing menstrual flow ; therefore, gossypol acetate and potassium chloride, vitamins, and other combinations were prepared for the compound acetate gossypol tablets, which were used for the treatment of uterine functional bleeding, uterine fibroids, menorrhagia, and uterus endometriosis. The recommended daily oral dose is 20 mg. Gossypol dextrorate has no effect, with levorotate as the active ingredient; therefore, the role of L-gossypol is two times that of gossypol .
A good antitumor effect of gossypol and its derivatives was found in recent studies. Gossypol showed significant inhibition on cancer cell proliferation in vitro studies, including tumor cells derived from lymphatic and granulocytes, adrenal glands, breast, and cervical, rectal, and central nervous system. Studies have suggested that gossypol inhibits the catalytic activity of topoisomerase II and intervenes in the stability of topoisomerase – DNA complexes. Gossypol blocks the cell in S stage by reducing the activity of DNA polymerase alpha and beta and inhibiting DNA synthesis. Gossypol is a specific DNA synthesis inhibitor that inhibits cell division. In addition, gossypol can also exhibit antitumor effect by acting as a signal pathway regulator and inhibiting the energy metabolism of tumor cells .

Clinical Use

Due to the presence of hypokalemia and irreversible antifertility risk of gossypol, the clinical indications of male contraceptives are not approved by the Chinese Food and Drug Administration. At present, gossypol and its derivatives are mainly used for female uterine fibroids, functional uterine bleeding, and endometriosis treatment. In addition, the treatment of gossypol and its derivatives in the tumor is gradually confirmed clinically, such as gossypol combined with docetaxel or cisplatin for the treatment of malignant non-small cell lung cancer, and is currently in phase III clinical trial . Gossypol combined with rituximab can achieve better therapeutic efficacy against granulocytic leukemia and is currently in phase II clinical trials .

GOSSYPOL 준비 용품 및 원자재

원자재

준비 용품

GOSSYPOL 공급 업체

공급자	전화	이메일	국가	제품 수	이점
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21691	55
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3620	58
Chengdu GLP biotechnology Co Ltd	028-87075086 13350802083	scglp@glp-china.com	CHINA	1824	58
Chengdu Biopurify Phytochemicals Ltd.	+8618080483897	sales@biopurify.com	China	3424	58
Nanjing Dolon Biotechnology Co.,Ltd.	18905173768	sales@dolonchem.com	CHINA	2972	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
Hubei xin bonus chemical co. LTD	86-13657291602	linda@hubeijusheng.com	CHINA	22968	58
career henan chemical co	+86-0371-86658258 15093356674;	factory@coreychem.com	China	29826	58
Neostar United (Changzhou) Industrial Co., Ltd.	+86-519-519-85557386	marketing1@neostarunited.com	China	8349	58
Zhengzhou Alfa Chemical Co.,Ltd	+8618530059196	sale04@alfachem.cn	China	12468	58

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