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(+)--Δ-7,8-二羟基-3,3',5'-三甲氧基-8--4'-新木脂素,一种在脱脂 中具有抗粉刺成分的化合物。

(+)--Δ-7,8-Dihydroxy-3,3',5'-Trimethoxy-8--4'-Neolignan, an Anti-Acne Component in Degreasing Houtt.

机构信息

PhD Program in Clinical Drug Development of Herbal Medicine, College of Pharmacy, Taipei Medical University, Taipei 110, Taiwan.

Graduate Institute of Pharmacognosy Science, College of Pharmacy, Taipei Medical University, Taipei 110, Taiwan.

出版信息

Molecules. 2020 Oct 6;25(19):4563. doi: 10.3390/molecules25194563.

Abstract

Acne is a common skin condition observed in adolescents. Nutmeg ( Houtt) (MF) is a well-known traditional Chinese medicine; its major toxic components, safrole and myristicin, are rich in essential oils. Essential oils of MF (MFO) were extracted by hydrodistillation; the residue was extracted using 50% methanol (MFE-M). The minimum inhibitory concentration (MIC) of MFE-M against and was 0.64 mg. Four compounds were obtained from MFE-M: myristicin (), (+)--Δ-7,8- dihydroxy-3,3,5'-trimethoxy-8--4'-neolignan (), (+)-Δ-7-hydroxy-3,4,3',5'-tetramethoxy 8--4-neolignan (), and e-Δ-7-acetoxy-3,4,3',5'-tetramethoxy-8--4'-neolignan (). Compound exerted the strongest antimicrobial activity, with MICs of 6.25 and 3.12 μg/mL against and , respectively. Moreover, inhibited NO, PGE, iNOS, and COX-2 levels in RAW 264.7 cells induced by LPS or heat-killed ; NO production at 50% inhibitory concentrations (IC) was 11.07 and 11.53 μg/mL, respectively. Myristicin and safrole content was higher in MFO than in MFE-M. MFO and MFE-M caused no skin irritation after a single topical application in Wistar rats. MFE-M, with low safrole and myristicin content, did not cause skin irritation and exhibited an anti-acne effect; moreover, was identified as the active substance. Therefore, MFE-M could be employed to develop anti-acne compounds for use in cosmetics.

摘要

痤疮是一种常见的青少年皮肤病。肉豆蔻( Houtt)(MF)是一种众所周知的中药;其主要有毒成分,黄樟素和肉豆蔻醚,富含精油。通过水蒸馏法从 MF 中提取精油(MFO);残渣用 50%甲醇(MFE-M)提取。MFE-M 对 和 的最小抑菌浓度(MIC)为 0.64 mg。从 MFE-M 中获得了四种化合物:肉豆蔻醚(),(+)-Δ-7,8-二羟基-3,3,5'-三甲氧基-8--4'-新木脂素(),(+)-Δ-7-羟基-3,4,3',5'-四甲氧基 8--4-新木脂素()和 e-Δ-7-乙酰氧基-3,4,3',5'-四甲氧基-8--4'-新木脂素()。化合物 表现出最强的抗菌活性,对 和 的 MIC 分别为 6.25 和 3.12 μg/mL。此外,它抑制 LPS 或热灭活 诱导的 RAW 264.7 细胞中 NO、PGE、iNOS 和 COX-2 水平,在 50%抑制浓度(IC)下,NO 产生量分别为 11.07 和 11.53 μg/mL。肉豆蔻醚和黄樟素的含量在 MFO 中高于 MFE-M。MFO 和 MFE-M 在单次局部应用于 Wistar 大鼠后不会引起皮肤刺激。MFE-M 中含有较低含量的黄樟素和肉豆蔻醚,不会引起皮肤刺激,并且具有抗痤疮作用;此外,鉴定 为活性物质。因此,MFE-M 可用于开发用于化妆品的抗痤疮化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e79/7582466/2b5532a52f05/molecules-25-04563-g001.jpg

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