Molecular Formula | C31H38O7 |
Molar Mass | 522.63 |
Density | 1.19 |
Boling Point | 595.5±50.0 °C(Predicted) |
Solubility | Soluble in chloroform |
Appearance | White powder or crystal |
Storage Condition | 2-8℃ |
MDL | MFCD09752801 |
Physical and Chemical Properties | Soluble in chloroform from dicotyledonous plant medicine Euphorbiaceae plant Euphorbiaceae, dry mature seeds; gold |
Overview | Ganoderma lucidum is Ganodermataceae of the genus Ganoderma karmt. The general name of true bacteria, with tonic Qi, tonic strong, strengthening the body, longevity and other effects, is a rare expensive Chinese herbal medicine, enjoy the reputation of "xiancao. Studies have shown that the pathogenesis of AD and PD is related to the loss of acetyl choline in the brain. Drug treatment can inhibit acetylcholinesterase (ACh E) to improve the level of acetylcholine in patients with [1], the development of ACh E inhibitors has become a therapeutic method. Silica gel column chromatography and Sephadex LH-20 gel column chromatography were used to isolate 12 compounds, among them, diacetyl benzoyl ester (also known as diacetyl benzoyl Ester PEA alcohol) has certain inhibitory activity on ACh E. |
extraction and separation | 4.47kg of the collected fruit body of Ganoderma lucidum in Daqing Mountain was dried and crushed, extract 3 times with 95% ethanol at room temperature, the filtrate is concentrated under reduced pressure to obtain crude extract, and water is added to obtain suspension, the mixture was extracted with acetic acid ethyl ester and n-butanol successively, and the extracts were concentrated to dryness under reduced pressure, respectively, to obtain ethyl acetate fraction 159.6g and n-butanol fraction 80g. Ethyl acetate fractions were separated and collected by silica gel column chromatography with petroleum ether-ethyl acetate (10: 1 → 1: 1) gradient elution, 16 fractions were obtained. Silica gel column chromatography was used with petroleum ether-ethyl acetate (6: 1 → 3: 1) gradient elution and Sephadex LH-20 chromatography (chloroform-methanol 1: 1). The diethyl acyl benzoyl Ester [3] was isolated as a compound. |
Structure Identification | yellow oil, ESI-MS m/z: 545 [M + Na], molecular formula C31H38O7. 1H-NMR (500 MHz, CDCl3) δ: 5.78 (1H, dd, J = 3.2, 6.4 Hz, H-3), 6.17 (1H, d, J = 10.1 Hz, H-5), 6.50 (1H, d, J = 11.5 Hz, H-12) 0.90 (3H, d, J = 6.7 Hz, H-16), 4.73 (1H, brs, H-17a), 4.97 (1H, brs, H-17b), 1.21 (3H, s, H-18), 1.13 (3H, s, H-19), 1.68 (3H, s, H-20), 7.98 (2H, d J = 7.4 Hz, H-3′, 7′), 7.41 (2H, t, J = 7.4 Hz, H-4′, 6′ ), 7.54 (1H, t, J = 7.4 Hz, H-5′), 1.67 (3H, s, 5-OAc), 2.17 (3H, s, 15-OAc);13C-NMR (125 MHz, CDCl3) δ: 48.7 (C-1), 38.1 (C-2), 81.0 (C-3), 52.3 (C-4), 65.6 (C-5), 144.7 (C-6), 35.1 (C-7), 21.1 (C-8), 35.5 (C-9), 25.5 (C-10), 28.7 (C-11), 146.4 (C-12), 134.3 (C-13), 196.9 (C-14), 92.6 (C-15), 14.3 (C-16), 115.6 (C-17), 29.1 (C-18), 17.0 (C-19), 12.6 (C-20), 170.3, 21.1 (5-OAc), 169.2, 21.8 (OAc-15), 166.3 (C-1 '), 129.8 (C-4', 6 '), 128.5 (C-3', 7 '), 130.2 (C-2'), 133.3 (C-5 '). The above data are basically consistent with those reported in the literature [2], so compound 12 was identified as Euphorbia factor L3. |
Use | standard; Chemical reagent; Pharmaceutical Intermediate; Chinese herbal medicine reference standard (TCM). Reference substance; Chinese medicine reference substance; Plant extract standard. FIG. 1 gold diterpene alcohol diacetyl benzoyl Ester standard used for content determination/identification/pharmacological experiments and other pharmacological effects: it has the effect of inhibiting the proliferation activity of gynecological tumor cells. |
reference | [1]Quik M, wannacott S. Α6β2 * and α4β2 * nicotininoline receptors as drug targets for Parkinson's disease [J]. Pharmacol Rev, 2011, 63(4): 938-966. [2] giovoni A, gan C T, Giancarlo C, et al. An exclusive procedure for the isolation of jngenol from the seeds of Euphorbia lathyris [J]. J Nat Prod, 1999, 62(1): 76-79. [3] Lan Ningning, Ma Qingyun, Huang shengzhuo, Kong Fandong, Yang Ningning, Dai hafu, Wu Yougen, Zhao Youxing. Studies on the chemical constituents of Ganoderma lucidum in Daqing Mountain [J]. Chinese herbal medicine, 2017,(03):437-442. [4] Rheum diterpene alcohol diacetyl benzoyl ester. Chengdu manst Biotechnology Co., Ltd. [Reference date 2017.08.20] |
Chemical properties | soluble in chloroform dry mature seeds from dicotyledonous plants; gold |