Supercharge Your Innovation With Domain-Expert AI Agents!

Antineoplastic activity marine indole alkaloids substances, and preparation method and application thereof

A technology for indole alkaloids and anti-tumor activity, applied in the field of medicine, can solve the problem that the activity data of human lung cancer cell A-549 is not specific, etc.

Inactive Publication Date: 2008-09-10
SHANGHAI JIAO TONG UNIV
View PDF0 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage is that there is no activity data for HT-29 (human colon cancer cells), MDA-MB-231 (human breast cancer cells), MM96L (human melanoma cells), and the activity data for human lung cancer cell A-549 is not specific , only with IC 50 >5mg / mL means

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Antineoplastic activity marine indole alkaloids substances, and preparation method and application thereof
  • Antineoplastic activity marine indole alkaloids substances, and preparation method and application thereof
  • Antineoplastic activity marine indole alkaloids substances, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Trachycladindole A(1)

[0035] Sponge Trachycladus sp.1.0kg, soaked in 4.0kg ethanol for 96 hours, repeated extraction twice, filtered, combined extracts, concentrated under reduced pressure to obtain extract (1.8g). Suspend the entire extract in water, add petroleum ether to degrease twice, add n-butanol (1:1, V / V) to the aqueous phase for extraction, evaporate the n-butanol extract to dryness under reduced pressure to obtain 300 mg of extract, and pass through Sephadex LH 20 Column chromatography separated to obtain five components A (60 mg), B (150 mg), C (50 mg), D (30 mg), and E (10 mg).

[0036] Among them, component A is separated and purified by RP-3 semi-preparative reversed-phase high-performance liquid chromatography, detected by a diode array ultraviolet detector, and gradient eluted with methanol-water (10-100% methanol) to obtain Trachycladindole A (that is, the above compound 1 ), light yellow powder (8mg), the structure was identified by high-resolution...

Embodiment 2

[0039] Trachycladindole B(2)

[0040] Component B in Example 1 was separated by RP-3 semi-preparative reversed-phase high performance liquid chromatography, and methanol-water (10-100% methanol) gradient elution was used to obtain components B-1, B-2, and B-3. Wherein, B-1 further uses RP-CN semi-preparative reversed-phase high performance liquid chromatography, diode array ultraviolet detector detection, acetonitrile-water solvent system separation to obtain Trachycladindole B (that is, the above compound 2), light yellow powder (4mg), The structure is identified by high-resolution mass spectrometry, nuclear magnetic resonance and other spectra, and its spectral data:

[0041] [α] D 20 +8.9(c 0.94, MeOH); UV(MeOH)λ max nm(logε)225(3.1), 296(2.6).HRESI(+)MS m / z 373.0268([M+Na] + , C 14 h 14 NaBrN 4 o 2 + requires 373.0271), 375.0262 (C 14 h 14 Na 81 BrN 4 o 2 + ). 1 Hnmr (CDCl 3 , 600MHz) δppm 2.75 (3H, s), 3.10 (3H, s), 3.70, 4.06 (each 1H, dd, J = 8.0, 8.0Hz...

Embodiment 3

[0043] Trachycladindole C(3)

[0044] Component B-2 obtained in Example 2 was further separated by RP-CN semi-preparative reversed-phase high performance liquid chromatography and acetonitrile-water solvent system to obtain Trachycladindole C (i.e. the above compound 3), light yellow powder (7mg), The structure is identified by high-resolution mass spectrometry, nuclear magnetic resonance and other spectra, and its spectral data:

[0045] [α] D 20 +2.9(c 1.31, MeOH); UV(MeOH)λ max nm(log)225(3.24), 245(3.04), 313(3.12), 320(3.10).HRESI(+)MS m / z 353.0253([M+H] + , C 13 h 14 BrN 4 o 3 + requires 357.0244), 355.0230 (C 13 h 14 81 BrN 4 o 3 + ). 1 Hnmr (CDCl 3 , 600MHz) δppm 2.70 (3H, s), 3.68, 4.04 (each 1H, dd, J = 8.0, 8.0Hz), 6.36 (1H, brs), 7.00 (1H, s), 7.55 (1H, brs). 13 Cnmr (CDCl 3 , 150MHz) δppm 29.7(q), 48.3(t), 58.9(d), 99.2(d), 106.0(s), 113.0(s), 121.2(s), 124.2(d), 135.4(s), 137.6 (s), 152.3(s), 160.3(s), 169.2(s).

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a sea indole alkaloid substance with the anti-tumor activity in the medical and pharmaceutical technical field, as well as a preparation method and an application of the substance, wherein R<1> is the halogen, R<2>, R<4> is the hydrogen, the hydroxyl, or the alkoxy, and R<3> is the hydrogen or the alkyl. The compound provided by the invention is produced through extraction and separation from sponge Trachyclaudus sp, and can be applied to prepare drugs against tumor. As proved by anti-tumor experiments in vitro, the compound provided by the invention has significant suppressive effect against four kinds of human tumor cells such as A-549 and so on.

Description

technical field [0001] The invention relates to a compound in the technical field of medicine and its preparation method and application, in particular to a class of anti-tumor active marine indole alkaloids and its preparation method and application. Background technique [0002] Cancer is one of the main causes of human death today. In 2005, cancer accounted for 13% (7.6 million) of the 58 million deaths worldwide. It is estimated that cancer deaths worldwide will continue to increase. By 2015, 9 million people will die of cancer , the number of people who will die of cancer will reach 11.4 million by 2030. Due to multiple reasons such as efficacy, multidrug resistance, and side effects, it is necessary to develop new anticancer drugs. The rich chemical diversity of marine invertebrates, especially sponges, provides a good avenue for antitumor drug research. [0003] Found through literature retrieval to prior art, " 6-Hydroxydiscodermindole, A New Discodermindole from t...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/04A61K31/4178A61K35/56A61P35/00A61K35/655
Inventor 彭崇胜罗伯特·卡彭
Owner SHANGHAI JIAO TONG UNIV
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com