Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.
Department of Agro-Industrial, Food, and Environmental Technology, Faculty of Applied Science, King Mongkut's University of Technology North Bangkok (KMUTNB), Bangkok 10800, Thailand.
Molecules. 2021 Nov 1;26(21):6626. doi: 10.3390/molecules26216626.
, a woody plant native to Sulawesi and Maluku Islands, Indonesia, has been traditionally used as a wound healing ointment. In our continuous search for bioactive compounds from this plant, 15 phenolic compounds were isolated from its stem bark, including a previously undescribed dihydroisocoumarin, 2'-hydroxyannulatomarin, and two undescribed furanoxanthones, gerontoxanthone C hydrate and 3'-hydroxycalothorexanthone. The structures of the new metabolites were elucidated on the basis of spectroscopic analysis, including 1D and 2D NMR and HRESIMS. Gerontoxanthone C hydrate possessed cytotoxicity against four cancer cells (KB, HeLa S3, MCF-7, and Hep G2) with IC values ranging from 5.6 to 7.5 µM. Investigation on the anti-inflammatory activities showed that 3'-hydroxycalothorexanthone inhibited NO production in RAW 264.7 and BV-2 cell lines with IC values of 16.4 and 13.8 µM, respectively, whereas only (-)-annulatomarin possessed inhibition activity on COX-2 enzyme over 10% at 20 µM. This work describes the presence of 3,4-dihydroisocoumarin structures with a phenyl ring substituent at C-3, which are reported the first time in genus . These findings also suggest the potential of furanxanthone derivatives as cytotoxic and anti-inflammatory agents for further pharmacological studies.
, 一种原产于印度尼西亚苏拉威西岛和马鲁古群岛的木本植物，传统上被用作治疗伤口的软膏。在我们不断从该植物中寻找生物活性化合物的过程中，从其茎皮中分离得到了 15 种酚类化合物，包括一种以前未描述的二氢异香豆素、2'-羟基安纳托马林和两种未描述的呋喃酮类化合物，即 gerontoxanthone C 水合物和 3'-羟基 calothorexanthone。新代谢物的结构是根据光谱分析确定的，包括 1D 和 2D NMR 和 HRESIMS。Gerontoxanthone C 水合物对四种癌细胞（KB、HeLa S3、MCF-7 和 Hep G2）具有细胞毒性，IC 值范围为 5.6 至 7.5 µM。抗炎活性研究表明，3'-羟基 calothorexanthone 对 RAW 264.7 和 BV-2 细胞系的 NO 生成具有抑制作用，IC 值分别为 16.4 和 13.8 µM，而仅（-）-annulatomarin 在 20 µM 时对 COX-2 酶的抑制活性超过 10%。这项工作描述了具有苯环取代基的 3,4-二氢异香豆素结构的存在，这在属中是首次报道。这些发现还表明呋喃酮衍生物作为细胞毒性和抗炎剂的潜力，可进一步进行药理学研究。
