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Two New Halogenated Compounds from the Marine Red Alga Laurencia nipponica Yamada from the Kunashiri and Etorofu Islands
Chemistry & Biodiversity ( IF 2.3 ) Pub Date : 2021-07-23 , DOI: 10.1002/cbdv.202100397 Kosuke Sato 1 , Kensuke Kaneko 2 , Tsuyoshi Kamekawa 1 , Kanako Taba 3 , Shinnosuke Ishigami 3 , Masahiro Wada 3 , Takahiro Ishii 3 , Tsuyoshi Abe 4 , Takashi Kamada 1 , Minoru Suzuki 5
Chemistry & Biodiversity ( IF 2.3 ) Pub Date : 2021-07-23 , DOI: 10.1002/cbdv.202100397 Kosuke Sato 1 , Kensuke Kaneko 2 , Tsuyoshi Kamekawa 1 , Kanako Taba 3 , Shinnosuke Ishigami 3 , Masahiro Wada 3 , Takahiro Ishii 3 , Tsuyoshi Abe 4 , Takashi Kamada 1 , Minoru Suzuki 5
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The red alga Laurencia nipponica comprises various chemical races distributed relative to the ocean current in Japanese coastal areas. We investigated the chemical compositions and chemical races of L. nipponica distributed from the Kunashiri and Etorofu Islands, the confluence of the Soya warm current and Oya-shio cold current. Two new halogenated secondary metabolites, deacetylneonipponallene (1) and neopacifenol (2), along with four known compounds, deoxyprepacifenol (3), pacifenol (4), halo-chamigrene diether (5), and isolaurallene (6) were isolated from L. nipponica collected at Chikappunai, Kunashiri Island, while Zaimokuiwa (Kunashiri Island) and Sana (Etorofu Island) populations contained 3, 7-hydroxylaurene (7), 2,10-dibromo-3-chloro-9-hydroxy-α-chamigrene (8), and (3Z)-laurefucin (9). The structures of 1 and 2 were established using spectroscopic methods. The chemical races of L. nipponica distributed in this area were divided into 6- and 9-producing races. Interestingly, both races contained 4 as an additional race-index, as well as its derivatives, 2 and 5. To the best of our knowledge, this is the first example of a race comprising a mixture of two race-index compounds, suggesting that the convergence of two currents causes the production of new and diverse chemical races in this species.
中文翻译：
来自国后岛和江户府岛的海洋红藻 Laurencia nipponica Yamada 的两种新卤代化合物
红藻Laurencia nipponica由各种化学种族组成，相对于日本沿海地区的洋流分布。我们调查了分布于国后岛和依托罗夫群岛、宗谷暖流和大谷盐寒流汇合处的日本乳香的化学成分和化学小种。从L. _ _ _ _ _ _ _ _ _ _ _ _尼波尼卡采集于国后岛的 Chikappunai，而 Zaimokuiwa (Kunashiri 岛) 和 Sana (Etorofu 岛) 种群含有3 , 7-羟基月桂烯 ( 7 ), 2,10-dibromo-3-chloro-9-hydroxy-α-chamigrene ( 8 ) 和 (3 Z )-月桂酸 ( 9 )。1和2的结构是使用光谱方法建立的。分布在该地区的日本乳杆菌化学小种分为6产种和9种产种。有趣的是，两个种族都包含4作为额外的种族指数，以及它的派生词2和5. 据我们所知，这是包含两种种族指数化合物混合物的种族的第一个例子，这表明两种电流的融合导致该物种产生新的和多样化的化学种族。
更新日期：2021-09-13
中文翻译：
来自国后岛和江户府岛的海洋红藻 Laurencia nipponica Yamada 的两种新卤代化合物
红藻Laurencia nipponica由各种化学种族组成，相对于日本沿海地区的洋流分布。我们调查了分布于国后岛和依托罗夫群岛、宗谷暖流和大谷盐寒流汇合处的日本乳香的化学成分和化学小种。从L. _ _ _ _ _ _ _ _ _ _ _ _尼波尼卡采集于国后岛的 Chikappunai，而 Zaimokuiwa (Kunashiri 岛) 和 Sana (Etorofu 岛) 种群含有3 , 7-羟基月桂烯 ( 7 ), 2,10-dibromo-3-chloro-9-hydroxy-α-chamigrene ( 8 ) 和 (3 Z )-月桂酸 ( 9 )。1和2的结构是使用光谱方法建立的。分布在该地区的日本乳杆菌化学小种分为6产种和9种产种。有趣的是，两个种族都包含4作为额外的种族指数，以及它的派生词2和5. 据我们所知，这是包含两种种族指数化合物混合物的种族的第一个例子，这表明两种电流的融合导致该物种产生新的和多样化的化学种族。
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