Ceratinadins E and F, New Bromotyrosine Alkaloids from an Okinawan Marine Sponge Pseudoceratina sp.
Ceratinadins E and F, New Bromotyrosine Alkaloids from an Okinawan Marine Sponge Pseudoceratina sp.
复制标题
DOI：
10.3390/md16120463
复制
发表时间：
2018-12-01
期刊：
影响因子：
5.4
通讯作者：
Kubota, Takaaki
中科院分区：
文献类型：
--
作者：
Kurimoto, Shin-ichiro;Ohno, Taito;Kubota, Takaaki
从冲绳海绵Pseudoceratina sp.中分离到两个新的溴酪氨酸生物碱--角藻素E（1）和F（2），以及一个已知的溴酪氨酸生物碱--psammaplysin F（3）。化合物1和2的结构经波谱分析鉴定。1和2的绝对构型通过NMR和ECD数据与已知的相关溴酪氨酸生物碱Psammaplysin A（4）的NMR和ECD数据的比较来指定。Ceratinadins E（1）和F（2）是一种新的溴代酪氨酸生物碱，其结构为8，10-二溴-9-甲氧基-1，6-二氧杂-2-氮杂螺[4.6]十一碳-2，7，9-三烯-4-醇单元，分别与两个或三个11-N-甲基吗啉胺单元通过羰基相连。Ceratinadin E（1）对恶性疟原虫的耐药株和敏感株（分别为K1株和FCR 3株）具有抗疟活性。
Two new bromotyrosine alkaloids, ceratinadins E (1) and F (2), were isolated from an Okinawan marine sponge Pseudoceratina sp. as well as a known bromotyrosine alkaloid, psammaplysin F (3). The gross structures of 1 and 2 were elucidated on the basis of spectroscopic data. The absolute configurations of 1 and 2 were assigned by comparison of the NMR and ECD data with those of a known related bromotyrosine alkaloid, psammaplysin A (4). Ceratinadins E (1) and F (2) are new bromotyrosine alkaloids possessing an 8,10-dibromo-9-methoxy-1,6-dioxa-2-azaspiro[4.6]undeca-2,7,9-trien-4-ol unit with two or three 11-N-methylmoloka'iamine units connected by carbonyl groups, respectively. Ceratinadin E (1) exhibited antimalarial activities against a drug-resistant and a drug-sensitive strains of Plasmodium falciparum (K1 and FCR3 strains, respectively).