Abstract
The flowers of Cosmos bipinnatus were extracted with solvent made with methanol:water (4:1) and the concentrates were partitioned into ethyl acetate (EtOAc), n-butanol (n-BuOH), and water (H2O) fractions. The octadecyl silica gel (ODS) and silica gel (SiO2) column chromatographies were repeated for the EtOAc fraction to isolated of two phenolic compounds. The chemical structure of the isolated compounds were identified as benzyl O-β-ᴅ-glucopyranoside (1), and 2-phenylethyl O-β-ᴅ-glucopyranoside (2) through spectroscopic datas such as nuclear magnetic resornance, infrarad spectroscopy, and mass spectroscopy. These two compounds were first isolated from C. bipinnatus flowers through this study. To evaluate the anti-atopic activity of the two isolated compounds using a HaCaT cell line induced by ultraviolet light, several experiments were conducted and neither both compounds showed toxicity in the concentration range of 1 to 1,000 ㎍/mL. In the results of anti-atopic activity through Thymus and activation regualted chemokine (TARC) assay, both compounds showed dose-dependent TARC inhibitory activity. In particular, compound 1 showed significant activity even in a low concentration range of 10 ㎍/mL, and in different concentration ranges. Also compound 1 showed higher inhibitory activity than other compound, confirming that the anti-atopic activity was the most excellent. Based on these results, it is considered that it can be used as a functional cosmetic material.
코스모스 꽃을 MeOH : H2O = 4 : 1 용매로 추출하여, 얻어진 추출물을 EtOAc n-BuOH 및 water로 용매 분획 하였다. 이 중 n-BuOH 분획으로부터 silica gel (SiO2)과 octadecyl silica gel(ODS) column chromatography로 정제하여 2종의 화합물을 분리하였다. NMR, MS 및 IR 등의 스텍트럼 데이터를 통해 화합물의 화학구조를 benzyl O-β-ᴅ-glucopyranoside (1)와 and 2-phenylethyl O-β-ᴅ-glucopyranoside (2)로 동정하였다. 분리한 두 화합물의 자외선(UVB)으로 광노화가 유도된 HaCaT 세포주를 이용한 항아토피 효능을 평가하기 위해 실험을 진행하였으며, 1-1,000 ㎍/mL의 농도범위에서 2종의 화합물에서 모두 독성을 나타내지 않았다. TARC생성억제활성을 통한 항아토피 활성결과에서는 2종의 화합물에서 모두 농도의존적인 TARC 억제활성이 나타났지만, 특히 화합물 1에서 낮은 농도범위인 10 ㎍/mL에서도 유의적인 활성이 나타났으며, 다른 농도범위에서도 타 화합물에 비해 억제활성이 높은 것으로 나타나, 항아토피 활성이 가장 우수한 것으로 확인되었다. 이 결과를 통해 기능성 화장품 원료로 활용이 가능할 것으로 사료된다.