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neogamogic acid

neogambogic acid

CAS: 93772-31-7

Molecular Formula: C38H46O9

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neogamogic acid - Names and Identifiers

Name neogambogic acid
Synonyms neogamogic acid
neogambogic acid
neo-gambogic acid
2-Dioleoyl-sn-glycero-3-phosphoethanolamine
4-[3a,4,5,7,10,11-Hexahydro-8,9-dihydroxy-3,3,11-trimethyl-13-(3-methyl-2-buten-1-yl)-11-(4-methyl-3-penten-1-yl)-7,15-dioxo-1,5-methano-1H,3H,9H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-methyl-2-butenoic acid
2-Butenoic acid,4-[3a,4,5,7,10,11-hexahydro-8,9-dihydroxy-3,3,11-trimethyl-13-(3-methyl-2-buten-1-yl)-11-(4-methyl-3-penten-1-yl)-7,15-dioxo-1,5-methano-1H,3H,9H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-methyl-
(2E)-4-[8,9-dihydroxy-3,3,11-trimethyl-13-(3-methylbut-2-en-1-yl)-11-(4-methylpent-3-en-1-yl)-7,15-dioxo-3a,4,5,7,10,11-hexahydro-3H,9H-1,5-methanofuro[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-methylbut-2-enoic acid
2-butenoic acid, 4-[(1R,3aS,5S,11R)-3a,4,5,7,10,11-hexahydro-8,9-dihydroxy-3,3,11-trimethyl-13-(3-methyl-2-buten-1-yl)-11-(4-methyl-3-penten-1-yl)-7,15-dioxo-1,5-methano-1H,3H,9H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-methyl-, (2Z)-
(2Z)-4-[(1S,8R,17S,19R)-10,12-Dihydroxy-8,21,21-trimethyl-5-(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,11,15-tetraen-19-yl]-2-methylbut-2-enoic acid
2-Butenoic acid, 4-[(1R,3aS,5S,11R,14aS)-3a,4,5,7,10,11-hexahydro-8,9-dihydroxy-3,3,11-trimethyl-13-(3-methyl-2-buten-1-yl)-11-(4-methyl-3-penten-1-yl)-7,15-dioxo-1,5-methano-1H,3H,9H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-methyl-, (2Z)-
CAS 93772-31-7
InChI InChI=1/C38H46O9/c1-19(2)10-9-14-36(8)18-25(39)27-30(41)28-29(40)24-16-22-17-26-35(6,7)47-37(33(22)42,15-13-21(5)34(43)44)38(24,26)46-32(28)23(31(27)45-36)12-11-20(3)4/h10-11,13,16,22,25-26,39,41H,9,12,14-15,17-18H2,1-8H3,(H,43,44)/b21-13+

neogamogic acid - Physico-chemical Properties

Molecular FormulaC38H46O9
Molar Mass646.77
Density1.32
Boling Point801.0±65.0 °C(Predicted)
Flash Point250.2°C
Solubility Soluble in methanol, ethanol, DMSO and other organic solvents
Vapor Presure9.7E-28mmHg at 25°C
AppearanceYellow powder solid
pKa4.58±0.36(Predicted)
Storage Condition2-8°C
Refractive Index1.627
In vitro study Neogambogic acid inhibits HCT-8, Bel-7402, BGC-823, A549, and A2780 cell proliferation, with an IC 50 between 1.75 and 3 μM. Neogambogic acid induces A549 cells apoptosis arrested the cells to G0/G1 phase in vitro.
In vivo study Neogambogic acid arrests A549-induced tumor growth in nude mice.

neogamogic acid - Reference

Reference
Show more
1. Li Cheng, Yunlong Wang, Li Su, et al. Mechanism of neogambogic acid on anti-angiogenesis of lung cancer in vitro [J]. Chinese Journal of Traditional Chinese Medicine, 2018(21).
2. Cheng Yu, Li Qinglin, Hou Mei, et al. Effect of neogambogic acid on apoptosis of ovarian cancer A2780 cells [J]. Journal of Anhui University of Traditional Chinese Medicine, 2019, 38(01):60-64.

neogamogic acid - Reference Information

preparation in gamboge, the content of neogambogic acid can reach 8.01% ~ 37.8%, therefore, how to optimize the extraction and separation process has practical significance.

1) the extraction process of neogambogic acid was optimized by orthogonal test as follows: extracting 3 times with 4 times the amount of acetone for 2 hours each time. The optimum conditions for the adsorption and purification of neogambogic acid by DM130 macroporous adsorption resin were determined as follows: the ratio of sample amount to resin was 1 ∶ 6, the ratio of diameter to height was 1 ∶ 10, the amount of eluent collected was 15 times of the column volume, and the elution flow rate was controlled at 2BV/h. The process parameters of separation and purification of neogambogic acid by silica gel column were determined as follows: silica gel column, mobile phase with gradient elution of acetone-ethyl acetate in different proportions, and sampling trace TLC detection, collect the eluted fraction of acetone-ethyl acetate (10: 1), recover the solvent to dryness under reduced pressure, dissolve with 0.5% NaOH solution, filter, acidify the filtrate with 2mol/L hydrochloric acid, precipitate a bright yellow precipitate, filter, purified water washing to neutral, low temperature precipitation under reduced pressure drying, bright yellow powder solid, namely neogambogic acid.

2) the extraction process of neogambogic acid was further optimized by orthogonal test. The results showed that the concentration of solvent had a significant effect on the extraction amount, followed by the extraction time, extraction times and the amount of solvent. The optimum extraction process of neogambogic acid was determined as follows: 12 times the amount of methanol, extracting 3 times, 3H/times. The results showed that the best ethanol extraction conditions of neogambogic acid were methanol (pH = 7) at room temperature for 20 min, and then reflux extraction for 5 h, a total of 2 times. It is considered that the number of alcohol extraction has the greatest effect on the extraction of neogambogic acid.

3) quantitative analysis of neogambogic acid by HPLC, compared the adsorption properties of seven different Macroporous Resins for neogambogic acid, the process of separation and purification of neogambogic acid by macroporous resin was screened. The results showed that the adsorption capacity of AB-8 resin for separation of neogambogic acid was moderate, and its content could be increased from 16.3% to 67.0%. It is concluded that the purification method of AB-8 resin adsorption of neogambogic acid is advisable and has a certain application prospect.
biological activity neogamboic acid is an effective component of Garcinia, which can induce apoptosis and has anti-cancer effect. Neogamboic acid has significant inhibitory activity against methicillin-resistant Staphylococcus aureus (MRSA).
Use for content determination/identification/pharmacological experiments
Last Update：2024-04-10 22:29:15
neogamogic acid
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Shanghai Yuanye Bio-Technology Co., Ltd.
Product Name: neogambogic acid Visit Supplier Webpage Request for quotation
CAS: 93772-31-7
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
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neogamogic acid
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