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Polyhydroxy steroid compounds and purpose thereof

A technology for polyhydroxy steroids and compounds, which is applied to a class of polyhydroxy steroids and their application fields, and can solve problems such as undiscovered

Active Publication Date: 2011-11-23
SECOND MILITARY MEDICAL UNIV OF THE PEOPLES LIBERATION ARMY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Literature search did not find relevant reports on the chemical constituents of Gorgoniana variegata

Method used

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  • Polyhydroxy steroid compounds and purpose thereof
  • Polyhydroxy steroid compounds and purpose thereof
  • Polyhydroxy steroid compounds and purpose thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0109] Example 1. Preparation of Muristeroids A~G and 6 known compounds.

[0110] Take 1500g of Muriceopsis flavida from the waters near Sanya, Hainan, China, wash it, cut it into pieces, extract it ultrasonically with 5 times its weight of acetone, recover the acetone under reduced pressure until it has no acetone smell, disperse it with an equal volume of water, and extract it 6 times with ether , 1000ml each time, combined the extracts, recovered the ether and concentrated to dryness to obtain 12.5g of the total extract. The total extract is separated by normal phase silica gel chromatography (200-300 mesh), and the volume ratio is 80:1, 40:1, 20:1, 10:1, 5:1, 3:1, 2:1, 1 : 1, 1: 5, 1: 15 petroleum ether / ethyl acetate gradient elution, according to thin-layer plate monitoring, each fraction was collected according to polarity, and a total of 16 fractions Fr.1-Fr.16 were collected.

[0111] Part Fr.6 was separated by Sephandex LH-20 gel column chromatography (liquid petrole...

Embodiment 2

[0114] Embodiment 2. prepare Sarcsteroids A~F

[0115] Take 1642g of soft coral (Sarcophytum sp) from the waters near Beihai, Guangxi, China, wash it, cut it into pieces, extract it ultrasonically with 5 times its weight of acetone, recover the acetone under reduced pressure until there is no acetone smell, disperse it with an equal volume of water, and extract it with ether for 6 times, 1000ml each time, combined extracts, recovered ether and concentrated to dryness to obtain 21.6g of total extract. The total extract is separated by normal phase silica gel chromatography (200-300 mesh), and the volume ratio is 99:1, 79:1, 69:1, 59:1, 49:1, 39:1, 29:1, 25 :1, 22:1, 17:1, 15:1, 12:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1 , 1:1, 1:2, 1:5, 1:10, 100% ethyl acetate petroleum ether / ethyl acetate for gradient elution, according to TLC monitoring, each fraction is from small to large according to polarity A total of 23 parts Fr.1~Fr.23 were collected and merged.

[0116] Part of ...

Embodiment 3

[0119] Embodiment 3. preparation Anthsteroids A~B

[0120] Take 2167g of Anthogorgia sp from the waters near Beihai, Guangxi, China, wash it, cut it into pieces, extract it ultrasonically with 5 times its weight of acetone, recover the acetone under reduced pressure until there is no acetone smell, disperse it with an equal volume of water, and extract it 6 times with ether , 2000ml each time, the combined extracts, recovered ether and concentrated to dryness. Suspend the total extract with 2000ml of water, extract 6 times with ether and n-butanol successively, combine and recover ether under reduced pressure to obtain 28 g of ether layer extract, combine n-butanol and recover n-butanol under reduced pressure to obtain n-butanol Alcoholic layer extract 5g. Ether layer extract (28g) was separated by normal phase silica gel column chromatography (200-300 mesh), and the volume ratio was 99:1, 49:1, 34:1, 29:1, 24:1, 19:1, 14 :1, 11:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1, 1:1...

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Abstract

The invention relates to the technical field of medicine. The invention provides a class of polyhydroxy steroid compounds which are separated from three corals (Muriceopsis flavida, Sarcophyton sp., and Anthogorgia sp.) collected from Hainan and have antibacterial and anti-microalgae activity, and the chemical structure formula of the polyhydroxy steroid compounds is as shown in the following picture. In vitro antibacterial tests show that the compounds, which contains Muristeroids A-G, Sarcsteroids A-F, Anthsteroids A-B, cholesteric-5alpha, 6beta-diol-3beta-acetic acid ester, cholesteric-5alpha-methoxy-3beta, 6beta-diol, (22E)-22-alkene-cholesteric-3beta, 5alpha, 6beta-triol, 24(28)-alkene-ergosta-3beta, 5alpha, 6beta-triol, cholesteric-3beta, 5alpha, 6beta-triol, cholesteric-1beta, 3beta, 5alpha and 6beta-tetrol, have an obvious effect of inhibiting fungi, bacteria and algae, and can be used for preparing antibacterial and anti-microalgae medicaments. The polyhydroxy steroid compounds provided by the invention are of great significance for developing and utilizing China's marine medicinal biological resources.

Description

technical field [0001] The invention relates to the field of medical technology, in particular to 15 new polyhydroxy steroid compounds with antibacterial and antimicrobial activities isolated from marine invertebrates-coral (Muriceopsis flavida, Sarcophyton sp., Anthogorgia sp.) Muristeroids A~G, Sarcsteroids A~F, AnthsteroidsA~B and 6 known polyhydroxy steroid compounds with antibacterial and antimicroalgae activities: cholesteryl-5α, 6β-diol-3β-acetate, Cholesta-5α-methoxy-3β,6β-diol, (22E)-22-ene-cholesta-3β,5α,6β-triol, 24(28)-ene-ergosta-3β,5α, New uses of 6β-triol, cholestan-3β, 5α, 6β-triol, cholestan-1β, 3β, 5α, 6β-tetrol. Background technique [0002] The South China Sea is located in the subtropical zone, and is particularly rich in coral resources. It is one of the sea areas where corals are most concentrated in the world. Among the more than 6,100 species of corals found in the world, there are 719 species in China's sea area. Corals are invertebrate lower anim...

Claims

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Application Information

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IPC IPC(8): C07J9/00C07J75/00A61K31/575A61P31/04A61P31/10A61P43/00
Inventor 张文李玲易杨华刘桃芳王增蕾徐园缘汤华刘宝姝孙鹏
Owner SECOND MILITARY MEDICAL UNIV OF THE PEOPLES LIBERATION ARMY
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