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Mar. Drugs 2013, 11(4), 1050-1060; doi:10.3390/md11041050
Article

(±)-Pestalachloride D, an Antibacterial Racemate of Chlorinated Benzophenone Derivative from a Soft Coral-Derived Fungus Pestalotiopsis sp.

1,2,†
, 1,†
, 1,* , 3
 and 1,*
Received: 17 February 2013; in revised form: 1 March 2013 / Accepted: 15 March 2013 / Published: 28 March 2013
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Abstract: A new antibacterial chlorinated benzophenone derivative, (±)-pestalachloride D (1), along with a related analog, (±)-pestalachloride C (2), was recently isolated from the marine-derived fungus Pestalotiopsis sp. isolated from a soft coral Sarcophyton sp. collected from Yongxing Island in the South China Sea. Both chiral HPLC analysis and single-crystal X-ray data indicated that 1 is a racemic mixture. Interestingly, 1 did not exhibit any effect in the zebrafish embryo teratogenicity assay, while 2 led to abnormal growth. The potential impact on zebrafish embryo growth is discussed based on their crystal structures. The main difference of crystal structures between 1 and 2 is that the six-member non-aromatic ring (O4, C10, C9, C8, C2′, and C3′) in 1 exhibits a distorted chair conformation, while 2 shows a distorted boat conformation. Moreover, compounds 1 and 2 both exhibited moderate antibacterial activity.
Keywords: (±)-pestalachloride D; antibacterial activity; zebrafish embryo teratogenicity assay; marine-derived fungus; Pestalotiopsis sp.; single-crystal X-ray (±)-pestalachloride D; antibacterial activity; zebrafish embryo teratogenicity assay; marine-derived fungus; Pestalotiopsis sp.; single-crystal X-ray
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Wei, M.-Y.; Li, D.; Shao, C.-L.; Deng, D.-S.; Wang, C.-Y. (±)-Pestalachloride D, an Antibacterial Racemate of Chlorinated Benzophenone Derivative from a Soft Coral-Derived Fungus Pestalotiopsis sp.. Mar. Drugs 2013, 11, 1050-1060.

AMA Style

Wei M-Y, Li D, Shao C-L, Deng D-S, Wang C-Y. (±)-Pestalachloride D, an Antibacterial Racemate of Chlorinated Benzophenone Derivative from a Soft Coral-Derived Fungus Pestalotiopsis sp.. Marine Drugs. 2013; 11(4):1050-1060.

Chicago/Turabian Style

Wei, Mei-Yan; Li, Dan; Shao, Chang-Lun; Deng, Dong-Sheng; Wang, Chang-Yun. 2013. "(±)-Pestalachloride D, an Antibacterial Racemate of Chlorinated Benzophenone Derivative from a Soft Coral-Derived Fungus Pestalotiopsis sp.." Mar. Drugs 11, no. 4: 1050-1060.


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