南极苔藓类黄酮类化合物具有很高的抗氧化和紫外线筛选活性,Journal of Natural Products

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南极苔藓类黄酮类化合物具有很高的抗氧化和紫外线筛选活性
Journal of Natural Products ( IF 3.3 ) Pub Date : 2017-08-07 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00085
Melinda J. Waterman , Ari S. Nugraha , Rudi Hendra , Graham E. Ball ₁ , Sharon A. Robinson , Paul A. Keller

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Ceratodon purpureus是一种世界性的苔藓，它在地球上最恶劣的地方生存下来：从冰冻的南极洲到炎热的南澳大利亚沙漠。在对该物种生存机制的研究中，从澳大利亚和南极紫杉中分离出9种化合物。这包括五个双黄酮类化合物，首次在这里首次报道了完整的结构澄清1和2，以及另外四个已知的酚类化合物。色散校正的DFT计算表明存在旋转障碍，从而导致阻转异构现象，从而导致存在化合物2的非对映异构体。所有分离株在紫外线（UV）光谱中均被强烈吸收，例如双黄酮1（UV-A，315-400 nm），具有最强的自由基清除活性，比标准芦丁的清除效率高13％；对香豆酸和反阿魏酸显示出最高的UV-B（280-315 nm）吸收。较复杂和丰富的1和2可能同时具有紫外线屏蔽和抗氧化剂化合物的双重作用。它们与南极苔藓细胞壁牢固结合，并且在两个位置都位于苔藓细胞内部。这些分离物的高稳定性和光保护能力相结合，可以解释该物种对UV-B辐射的已知复原力及其在世界上最艰难地区的生存能力。

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Antarctic Moss Biflavonoids Show High Antioxidant and Ultraviolet-Screening Activity

Ceratodon purpureus is a cosmopolitan moss that survives some of the harshest places on Earth: from frozen Antarctica to hot South Australian deserts. In a study on the survival mechanisms of the species, nine compounds were isolated from Australian and Antarctic C. purpureus. This included five biflavonoids, with complete structural elucidation of 1 and 2 reported here for the first time, as well as an additional four known phenolic compounds. Dispersion-corrected DFT calculations suggested a rotational barrier, leading to atropisomerism, resulting in the presence of diastereomers for compound 2. All isolates absorbed strongly in the ultraviolet (UV) spectrum, e.g., biflavone 1 (UV-A, 315–400 nm), which displayed the strongest radical-scavenging activity, 13% more efficient than the standard rutin; p-coumaric acid and trans-ferulic acid showed the highest UV-B (280–315 nm) absorption. The more complex and abundant 1 and 2 presumably have dual roles as both UV-screening and antioxidant compounds. They are strongly bound to Antarctic moss cell walls as well as located inside the cells of moss from both locations. The combined high stability and photoprotective abilities of these isolates may account for the known resilience of this species to UV-B radiation and its survival in some of the toughest locations in the world.

更新日期：2017-08-07

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