Peniciadametizine A, a Dithiodiketopiperazine with a Unique Spiro[furan-2,7'-pyrazino[1,2-b][1,2]oxazine] Skeleton, and a Related Analogue, Peniciadametizine B, from the Marine Sponge-Derived Fungus Penicillium adametzioides.
Peniciadametizine A, a Dithiodiketopiperazine with a Unique Spiro[furan-2,7'-pyrazino[1,2-b][1,2]oxazine] Skeleton, and a Related Analogue, Peniciadametizine B, from the Marine Sponge-Derived Fungus Penicillium adametzioides.
复制标题
DOI：
10.3390/md13063640
复制
发表时间：
2015-06-05
期刊：
影响因子：
5.4
通讯作者：
Wang BG
中科院分区：
文献类型：
--
作者：
Liu Y;Mándi A;Li XM;Meng LH;Kurtán T;Wang BG
从青霉AS-53中分离和鉴定了一个新的二硫代二酮并哌嗪衍生物，它具有独特的螺环[呋喃-2，7‘-吡嗪并[1，2-b][1，2]恶嗪]骨架，以及一个高氧的新类似物--青霉胺B(2)；以及两个已知的化合物，巴西柳胺A(3)和弧菌毒素(4)。结合密度泛函理论(DFT)构象分析和含时密度泛函理论电子圆二色谱(TDDFT-ECD)计算，对化合物1的螺环中心C-2的相对构型和绝对构型进行了明确的归属。1的螺环[呋喃-2，7‘-吡嗪并[1，2-b][1，2]恶嗪]骨架在天然产物中尚未见报道，并讨论了1和2的生物合成途径。化合物1和2对病原真菌油菜链格孢菌具有一定的抑制活性。
Peniciadametizine A (1); a new dithiodiketopiperazine derivative possessing a unique spiro[furan-2,7'-pyrazino[1,2-b][1,2]oxazine] skeleton, together with a highly oxygenated new analogue, peniciadametizine B (2); as well as two known compounds, brasiliamide A (3); and viridicatumtoxin (4), were isolated and identified from Penicillium adametzioides AS-53, a fungus obtained from an unidentified marine sponge. The unambiguous assignment of the relative and absolute configuration for the spiro center C-2 of compound 1 was solved by the combination of NMR and ECD measurements with Density-Functional Theory (DFT) conformational analysis and Time-Dependent Density-Functional Theory-Electronic Circular Dichroism (TDDFT-ECD) calculations. The spiro[furan-2,7'-pyrazino[1,2-b][1,2]oxazine] skeleton of 1 has not been reported yet among natural products and the biosynthetic pathway for 1 and 2 was discussed. Compounds 1 and 2 showed inhibitory activity against the pathogenic fungus Alternaria brassicae.
登录
查看更多内容
影响因子：
5.2
作者：
Seephonkai, Prapairat;Kongsaeree, Palangpon;Thebtaranonth, Yodhathai
通讯作者：
Thebtaranonth, Yodhathai
影响因子：
3
作者：
Grimme, Stefan
通讯作者：
Grimme, Stefan
影响因子：
16.6
作者：
Chankhamjon, Pranatchareeya;Boettger-Schmidt, Daniela;Hertweck, Christian
通讯作者：
Hertweck, Christian
影响因子：
5.1
作者：
An, Chun-Yan;Li, Xiao-Ming;Wang, Bin-Gui
通讯作者：
Wang, Bin-Gui
Varioxepine A，一种含有 3H-Oxepine 的生物碱，具有来自海洋藻类内生真菌 Paecilomyces variotii 的新 Oxa-Cage
影响因子：
5.2
作者：
Zhang, Peng;Mandi, Attila;Wang, Bin-Gui
通讯作者：
Wang, Bin-Gui