11β-ヒドロキシケリドナン 化学特性,用途語,生産方法
定義
本品は、次の化学式で表される有機化合物である。
化粧品の成分用途
皮膚コンディショニング剤
説明
Chelidonine, also named ranunculine, is a kind of alkaloid isolated from the whole
plant of Chelidonium majus. L . As a kind of traditional Chinese medicine,
Chelidonium majus. L was firstly recorded in Chiu Huang Pen Ts’ao of Ming
dynasty. In the seventeenth century, it has been used for the treatment of jaundice,
biliary colic, and cholelithiasis. In 1941, a researcher from Soviet Union reported
that it showed good effect for the treatment of cutaneous tuberculosis. This plant has
multiple effects on different diseases, including anti-inflammatory, analgesia,
relieving cough, inducing diuresis, anticancer, antifungal, relieving asthma, and
detoxification. It was recorded in the Pharmacopoeia of the People’s Republic of
China (1977) .
The material basis for Chelidonium majus. L is alkaloid. Among which, chelidonine,
a benzophenanthridine alkaloid, is the main effective ingredient . Although
great progresses have been made in the chemical synthesis of chelidonine recently,
the biosynthetic pathways of chelidonine remain unclear, which still need in-depth
study and exploration in the future
化学的特性
White, crystalline powder alkaloid.
物理的性質
Appearance: white crystal or crystalline powder, monoclinic prism crystal.
Solubility: insoluble in water; soluble in ethanol, chloroform, and amyl alcohol.
Melting point: 135–136 °C. Boiling point: 220 °C. Specific optical rotation: +115°.
来歴
Chelidonine was isolated from Chelidonium majus. L in 1824 for the first time.
Pharmacological studies found that it exerted antitumor effect via different mechanisms.
However, its poor bioavailability limited its application. Some researchers developed a chelidonine/polylactic acid copolymer nanoparticle using nanotechnology.
The nano-chelidonine showed good tissue distribution without causing any
toxicity in mice and could enter into the brain tissues, showing great application
potential. In addition, nano-chelidonine showed protective effect on liver injury
induced by cadmium in mice .
In 1981, an Austrian researcher isolated a novel compound ukrain (phosphorothioate
derivative of chelidonine) from Chelidonium majus. L. Ukrain could inhibit
tumor cell proliferation through a variety of mechanisms. Currently, ukrain is used
as an antitumor drug for the clinical treatment of lung cancer, breast cancer, prostate
cancer, and pancreatic cancer . In 2004, quarter amine chelidonine phosphorothioate
derivatives have been applied for an invention patent as anticancer drugs in
China.
Chelidonine has morphine-like analgesic effects suggesting that its analgesic
effect is mainly peripheral and cannot be antagonized by the morphine receptor
antagonist naloxone . The 6-alkoxy and 6-acyloxy derivatives of chelidonine can
inhibit the central nervous system, especially for nerve terminal, and show sedative
and hypnotic effects .
使用
Poison; central nervous system depres-
sant causing sleepiness, depression, slowing of the
pulse, coma and circulatory failure.
臨床応用
Chelidonine has been used as a painkiller in clinical application due to its significant
analgesic effect. Chelidonine phosphate can be used for treatment of gastrointestinal
and ulcer pain, as a substitute of morphine preparations. Wei Tong Shu capsule
is used to treat pain caused by gastric convulsion, chronic gastritis, gastric ulcer, and
duodenal ulcer. Its main effective compositions are chelidonine and protopine. Fu
Fang Zhong Yao Tong An injection has collateral dredging and analgesic effects and
can be used for the treatment of moderate pain caused by chemoradiotherapy or
non-chemoradiotherapy of gastric cancer, lung cancer, and liver cancer. Its two
main components are chelidonine and sinomenine. Ukrain (NSC-631570), a phosphorothioate
derivative of chelidonine, has been used in clinical treatment as an
effective antitumor drug for the treatment of lung cancer, breast cancer, prostate
cancer, and pancreatic cancer.
11β-ヒドロキシケリドナン 上流と下流の製品情報
原材料
準備製品