Coclaurine - CAS 486-39-5
Catalog number: 486-39-5
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C17H19NO3
Molecular Weight:
285.3
COA:
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Chemical Family:
Alkaloids
Description:
Coclaurine isolated from the root of Coptis chinensis Franch.
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Purity:
98%
Appearance:
Powder
Synonyms:
(1S)-1,2,3,4-Tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxyisoquinolin-7-ol;
MSDS:
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Application:
anti-HIV; hypotensive;
Quality Standard:
Enterprise Standard
Quantity:
Milligrams-Grams
1.The role of phloem sieve elements and laticifers in the biosynthesis and accumulation of alkaloids in opium poppy.
Samanani N;Alcantara J;Bourgault R;Zulak KG;Facchini PJ Plant J. 2006 Aug;47(4):547-63. Epub 2006 Jun 30.
The benzylisoquinoline alkaloids of opium poppy, including the narcotic analgesics morphine and codeine, accumulate in the multinucleate cytoplasm of specialized laticifers that accompany vascular tissues throughout the plant. In mature opium poppy plants, immunofluorescence labeling using specific antibodies showed that four alkaloid biosynthetic enzymes, (S)-norcoclaurine 6-O-methyltransferase (6OMT), (S)-coclaurine N-methyltransferase (CNMT), (S)-3'-hydroxy-N-methylcoclaurine-4'-O-methyltransferase (4'OMT) and salutaridinol-7-O-acetyltransferase (SAT) were restricted to sieve elements of the phloem adjacent or proximal to laticifers. The identity of sieve elements was confirmed by (i) the specific immunogold labeling of the characteristic cytoplasm of this cell type, (ii) the co-localization of a sieve element-specific H(+)-ATPase with all biosynthetic enzymes and (iii) the strict association of sieve plates with immunofluorescent cells.
2.Inhibition of metabolic response of polymorphonuclear leukocyte by biscoclaurine alkaloids.
Matsuno T;Orita K;Sato E;Nobori K;Inoue B;Utsumi K Biochem Pharmacol. 1987 May 15;36(10):1613-6.
Effects of biscoclaurine alkaloids on the various stimulus-responses of PMN, especially on the O2-. generation of PMN, were investigated. Results obtained were: cepharanthine inhibited various metabolic responses of PMN, its biological action probably being due to its membrane modifying action. Inhibition of O2-. generation by cepharanthine was stronger than any other inhibition of metabolic responses of PMN. The inhibitory effect of various biscoclaurine alkaloids on the O2-. generation of PMN was the descending order of tri-, di- and mono-ether type; the coclaurine type showed only a weak effect.
3.Quantitative Determination of Alkaloids in Lotus Flower (Flower Buds of Nelumbo nucifera) and Their Melanogenesis Inhibitory Activity.
Morikawa T;Kitagawa N;Tanabe G;Ninomiya K;Okugawa S;Motai C;Kamei I;Yoshikawa M;Lee IJ;Muraoka O Molecules. 2016 Jul 19;21(7). pii: E930. doi: 10.3390/molecules21070930.
A quantitative analytical method for five aporphine alkaloids, nuciferine (1), nornuciferine (2), N-methylasimilobine (3), asimilobine (4), and pronuciferine (5), and five benzylisoquinoline alkaloids, armepavine (6), norarmepavine (7), N-methylcoclaurine (8), coclaurine (9), and norjuziphine (10), identified as the constituents responsible for the melanogenesis inhibitory activity of the extracts of lotus flowers (the flower buds of Nelumbo nucifera), has been developed using liquid chromatography-mass spectrometry. The optimum conditions for separation and detection of these 10 alkaloids were achieved on a πNAP column, a reversed-phase column with naphthylethyl group-bonded silica packing material, with CH₃CN-0.2% aqueous acetic acid as the mobile phase and using mass spectrometry equipped with a positive-mode electrospray ionization source. According to the protocol established, distributions of these 10 alkaloids in the petal, receptacle, and stamen parts, which were separated from the whole flower, were examined.
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CAS 486-39-5 Coclaurine

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