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Compound with anti-diabetic activity in plumeria rubra, and preparation method thereof

An anti-diabetic and compound technology, which is applied in the field of compounds, can solve the problem of few reports on the active ingredients of Plumeria frangipani

Active Publication Date: 2020-09-08
GUILIN MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] According to literature reports, the anti-diabetic activity of frangipani is mostly related to various crude extracts of frangipani, and there are very few reports on the specific active ingredients of frangipani

Method used

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  • Compound with anti-diabetic activity in plumeria rubra, and preparation method thereof
  • Compound with anti-diabetic activity in plumeria rubra, and preparation method thereof
  • Compound with anti-diabetic activity in plumeria rubra, and preparation method thereof

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Embodiment Construction

[0029] Compound 1 structure identification, high resolution mass spectrometry (HR-ESI-MS m / z : 617.4229 [M – H] ‒ , calcdfor C 40 h 57 o 5 ‒ 617.4211) can be speculated that its molecular formula is C 40 h 58 o 5 , with 12 degrees of unsaturation; + 26.77( c 0.43, DMSO). The IR (KBr) data showed OH ( υ max 3422 cm ‒1 ), COOH ( υ max 1715cm ‒1 ), meta-substituted benzene ring ( υ max 964, 882, 750 cm ‒1 ). UV (methanol) lambda max (log ε ) 220 (3.46), 275 (1.89). 1 HNMR (500 MHz, pyridine- d 5 ) δ H : 0.90 (1H, m, H-1a), 1.62 (1H, m, H-1b), 1.77 (2H, m, H-2), 4.78 (1H, dd, J = 11.7, 4.8 Hz, H-3), 0.78 (1H, m, H-5), 1.35 (1H, m, H-6a), 1.45 (1H, m, H-6b), 1.35 (2H, m, H-7), 1.28 (1H, m, H-9), 1.29 (2H, m, H-11), 1.14 (2H, m, H-12), 1.62 (1H, m, H-13), 0.97 (1H, m, H-15a), 1.67 (1H, m, H-15b), 1.42 (1H, m, H-16a), 1.50 (1H, m, H-16b), 1.42 (1H, m, H -18), 2.48 (1H, td, J = 11.0, 5.8 Hz, H-19), 1.41 (2H, m, H-21), 1.26 (1H, m, H-22a) 1.40 ...

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Abstract

The invention discloses compounds with anti-diabetic activity in plumeria rubra, and a preparation method thereof, wherein the number of the compounds is four, the compound 1, 2 and 4 are new compounds, and respectively are a triterpenoid compound lup-20 (29)-en-3beta-(1-(2S-hydroxypropionate)-benzoic acid) (1), an iridoid compound beta-dihydroplumericin A (2), beta-dihydroplumericinic acid (3) and a pyrone compound tetrahydro-4S-hydroxy-6 beta-heptadecyl-2H-pyran-2-one (4), and the anti-diabetes effects of the plumeria rubra compounds 1-4 are further researched through a light absorption detection method experiment, wherein the results show that the inhibition effects of the compounds 1-4 on alpha-glucosaccharase is stronger than that of a positive control acarbose, especially the activity of the compound 1 is particularly outstanding, the inhibition effect of the compound 1 on PTP1B is stronger than that of positive control oleanolic acid, and the compound 1 has strong activity. A compound with a novel structure and anti-diabetic activity is found from plumeria rubra, and a foundation is laid for preparing a new anti-diabetic drug.

Description

technical field [0001] The invention relates to compounds, in particular to triterpenoids, iridoids and pyrones with anti-diabetic activity extracted and isolated from Plumeria japonica and a preparation method thereof. Background technique [0002] The source of Plumeria is Plumeria apocynaceae ( Plumeria rubra L.) of dried flowers. The flowers are white and the heart is yellow, the air is mellow and fragrant, and the taste is light and slightly bitter. It is an authentic medicinal material in Guangxi. Mainly distributed in Guangdong, Guangxi, Yunnan, Fujian and other places, folks in Guangdong and Guangxi often pick its flowers and dry them to make tea. Frangipani not only has excellent ornamental value, but also has many ethnic medicinal functions, such as treating diarrhea, dysentery, abdominal pain, toothache, earache, cancer, etc. According to the "Chinese Ethnography Essentials", it is sweet, light, and cool in nature, and has the effects of curing damp-heat diarrh...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J63/00C07D493/20C07D309/30A61P3/10
CPCC07J63/008C07D493/20C07D309/30A61P3/10
Inventor 谭钦刚张胜男赖春华
Owner GUILIN MEDICAL UNIVERSITY
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