山竹醇

山竹醇
	IUPAC名; (1S,5R,7R)-3-[(3,4-Dihydroxyphenyl)(hydroxy)methylene]-1-[(2S)-2-isopropenyl-5-methyl-4-hexen-1-yl]-6,6-dimethyl-5,7-bis(3-methyl-2-buten-1-yl)bicyclo[3.3.1]nonane-2,4,9-trione
别名	山竹子素、藤黄酮F
识别
CAS号	78824-30-3
PubChem	5490884
ChemSpider	10199485
SMILES	C([C@H](CC=C(C)C)C(C)=C)[C@]12C(=O)[C@](CC=C(C)C)(C(=O)C(C(=O)C3=CC(O)=C(O)C=C3)=C1O)C(C)(C)[C@H](CC=C(C)C)C2;
InChI	InChI=1S/C38H50O6/c1-22(2)11-13-27(25(7)8)20-37-21-28(15-12-23(3)4)36(9,10)38(35(37)44,18-17-24(5)6)34(43)31(33(37)42)32(41)26-14-16-29(39)30(40)19-26/h11-12,14,16-17,19,27-28,39-40,42H,7,13,15,18,20-21H2,1-6,8-10H3/t27-,28+,37+,38-/m0/s1;
InChIKey	InChIKey=QDKLRKZQSOQWJQ-SMDXAGPFSA-N
ChEBI	5276
KEGG	C09929
性质
化学式	C38H50O6
摩尔质量	602.8 g/mol g·mol⁻¹
外观	黄色晶体
密度	1.1±0.1 g/cm3
熔点	132 °C（405 K）
沸点	711.3 ± 60.0 ℃
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

山竹醇（英語：Garcinol），又名山竹子素（英語：camboginol），是一种天然聚异戊二烯基二苯甲酮衍生物。于1973年由A.V. Rama Rao等人首次在藤黄果（学名：Garcinia cambogia）外皮中提取得到这种黄色晶体物质，并于1980年利用红外光谱和核磁共振氢谱确定其结构，并命名为"camboginol"^[2]。

山竹醇也可以从印度藤黄（学名：Garcinia indica）中提取得到^[3]。在其他藤黄属的植物中也有少量报道，但含量均不及前两者^[4]。

因为其结构和姜黄素一样都具有酚羟基和β-二酮结构，使得其具有抗氧化、抗衰老和抗癌特性^[5]。

参考文献

^ Garcinol (benzophenone). CAS Common Chemistry. [2024-07-04].
^ AVR Rao, G Venkatswamy, D Pendse. Camboginol and cambogin. Tetrahedron Letters. 1980, 21 (20): 1975–1978. doi:10.1016/S0040-4039(00)93661-X.
^ Hang Cao, Abdulla Al Mamun Bhuyan, Anja T. Umbach. Garcinol A Novel Inhibitor of Platelet Activation and Apoptosis. Toxins (Basel). 2019, 11 (7): 382. PMID 31266175. doi:10.3390/toxins11070382.
^ Vaishali Aggarwal, Hardeep Singh Tuli, Jagjit Kaur et.al. Garcinol Exhibits Anti-Neoplastic Effects by Targeting Diverse Oncogenic Factors in Tumor Cells. Biomedicines. 2020, 8 (5): 103. PMID 32365899. doi:10.3390/biomedicines8050103.
^ N Saadat, SV Gupta. Potential Role of Garcinol as an Anticancer Agent. Journal of Oncology. 2012, 1: 647206. doi:10.1155/2012/647206.

[1] Garcinol (benzophenone). CAS Common Chemistry. [2024-07-04].

[2] AVR Rao, G Venkatswamy, D Pendse. Camboginol and cambogin. Tetrahedron Letters. 1980, 21 (20): 1975–1978. doi:10.1016/S0040-4039(00)93661-X.

[3] Hang Cao, Abdulla Al Mamun Bhuyan, Anja T. Umbach. Garcinol A Novel Inhibitor of Platelet Activation and Apoptosis. Toxins (Basel). 2019, 11 (7): 382. PMID 31266175. doi:10.3390/toxins11070382.

[4] Vaishali Aggarwal, Hardeep Singh Tuli, Jagjit Kaur et.al. Garcinol Exhibits Anti-Neoplastic Effects by Targeting Diverse Oncogenic Factors in Tumor Cells. Biomedicines. 2020, 8 (5): 103. PMID 32365899. doi:10.3390/biomedicines8050103.

[5] N Saadat, SV Gupta. Potential Role of Garcinol as an Anticancer Agent. Journal of Oncology. 2012, 1: 647206. doi:10.1155/2012/647206.

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