Gáborová Mária, Vágvölgyi Máté, Tayeb Bizhar Ahmed, Minorics Renáta, Zupkó István, Jurček Ondřej, Béni Szabolcs, Kubínová Renata, Balogh György Tibor, Hunyadi Attila
Department of Natural Drugs, Faculty of Pharmacy, Masaryk University, 612 00 Brno, Czechia.
Institute of Pharmacognosy, Faculty of Pharmacy, University of Szeged, 6720 Szeged, Hungary.
ACS Omega. 2024 Apr 8;9(16):18495-18504. doi: 10.1021/acsomega.4c00800. eCollection 2024 Apr 23.
Fourteen diterpenes were isolated from methanol extracts of the aerial parts of, "Marginatus", and . The compounds belong to the abietane (-, -, and ), -clerodane (-), and -kaurane (, ) classes. Three new compounds were isolated from , including 3--acetylornatin G (), 3,12-di--acetylornatin G (), ornatin B methyl ester (), and ornatin F (), for which we proposed a revised structure. The structures of the compounds were determined by comprehensive spectroscopic data analysis. The isolated diterpenes were examined in silico for their physicochemical and early ADME properties. Their antiproliferative effects were determined in vitro using human breast (MDA-MB-231 and MCF-7), cervical (HeLa), and glioblastoma (U-87 MG) cancer cell lines. The royleanone- and hydroquinone-type abietane diterpenes (-)exhibited the most potent antiproliferative activity against all cancer cell lines tested, particularly against glioblastoma cells, with IC values ranging from 1.1 to 15.6 μM.
从“Marginatus”地上部分的甲醇提取物中分离出了14种二萜类化合物。这些化合物属于松香烷(-、-和)、-克罗烷(-)和-贝壳杉烷(、)类。从其中分离出了三种新化合物,包括3--乙酰奥纳汀G()、3,12-二--乙酰奥纳汀G()、奥纳汀B甲酯()和奥纳汀F(),我们为其提出了修正结构。通过综合光谱数据分析确定了这些化合物的结构。对分离出的二萜类化合物进行了计算机模拟,研究其物理化学性质和早期药物代谢动力学性质。使用人乳腺癌(MDA-MB-231和MCF-7)、宫颈癌(HeLa)和成胶质细胞瘤(U-87 MG)细胞系在体外测定了它们的抗增殖作用。罗勒烯酮型和对苯二酚型松香烷二萜(-)对所有测试的癌细胞系表现出最有效的抗增殖活性,特别是对成胶质细胞瘤细胞,IC值范围为1.1至15.6μM。