• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

(±)-Pestalachloride D，一种从软珊瑚衍生真菌 Pestalotiopsis sp. 中分离得到的含氯二苯甲酮衍生物的抗菌外消旋体。

(±)-Pestalachloride D, an antibacterial racemate of chlorinated benzophenone derivative from a soft coral-derived fungus Pestalotiopsis sp.

机构信息

Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.

出版信息

Mar Drugs. 2013 Mar 28;11(4):1050-60. doi: 10.3390/md11041050.

DOI:10.3390/md11041050
PMID:23538869
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3705387/
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.

摘要

一种新的抗菌氯苯并二酮衍生物（±）-pestalachloride D（1），以及一种相关的类似物（±）-pestalachloride C（2），最近从海洋来源的真菌 Pestalotiopsis sp. 中分离出来，该真菌从中国南海永兴岛采集的软珊瑚 Sarcophyton sp. 中分离出来。手性 HPLC 分析和单晶 X 射线数据均表明 1 是外消旋混合物。有趣的是，1 没有在斑马鱼胚胎致畸性试验中表现出任何作用，而 2 导致生长异常。根据它们的晶体结构讨论了对斑马鱼胚胎生长的潜在影响。1 和 2 的晶体结构的主要区别在于 1 中的六元非芳环（O4、C10、C9、C8、C2'和 C3'）呈现扭曲的椅式构象，而 2 呈现扭曲的船式构象。此外，化合物 1 和 2 均表现出中等的抗菌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/8185342cf76c/marinedrugs-11-01050-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/a7943af83228/marinedrugs-11-01050-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/56ebae26bcb2/marinedrugs-11-01050-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/5170e8413a4b/marinedrugs-11-01050-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/3bd45170690a/marinedrugs-11-01050-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/7ceb9691f9fc/marinedrugs-11-01050-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/7c57270ccd42/marinedrugs-11-01050-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/8185342cf76c/marinedrugs-11-01050-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/a7943af83228/marinedrugs-11-01050-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/56ebae26bcb2/marinedrugs-11-01050-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/5170e8413a4b/marinedrugs-11-01050-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/3bd45170690a/marinedrugs-11-01050-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/7ceb9691f9fc/marinedrugs-11-01050-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/7c57270ccd42/marinedrugs-11-01050-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8a29/3705387/8185342cf76c/marinedrugs-11-01050-g006.jpg

相似文献

1
(±)-Pestalachloride D, an antibacterial racemate of chlorinated benzophenone derivative from a soft coral-derived fungus Pestalotiopsis sp.(±)-Pestalachloride D，一种从软珊瑚衍生真菌 Pestalotiopsis sp. 中分离得到的含氯二苯甲酮衍生物的抗菌外消旋体。
Mar Drugs. 2013 Mar 28;11(4):1050-60. doi: 10.3390/md11041050.
2
Pestalachlorides A-C, antifungal metabolites from the plant endophytic fungus Pestalotiopsis adusta.A-C型盘多毛孢氯代物，来自植物内生真菌烟色盘多毛孢的抗真菌代谢产物。
Bioorg Med Chem. 2008 Sep 1;16(17):7894-9. doi: 10.1016/j.bmc.2008.07.075. Epub 2008 Jul 30.
3
New Metabolites and Bioactive Chlorinated Benzophenone Derivatives Produced by a Marine-Derived Fungus Pestalotiopsis heterocornis.海洋来源真菌异形盘多毛孢产生的新代谢产物及具有生物活性的氯化二苯甲酮衍生物
Mar Drugs. 2017 Mar 13;15(3):69. doi: 10.3390/md15030069.
4
Pestalotinones A-D, new benzophenone antibiotics from endophytic fungus Pestalotiopsis trachicarpicola SC-J551.新苯甲酮抗生素 Pestalotinones A-D，来自内生真菌 Pestalotiopsis trachicarpicola SC-J551。
J Antibiot (Tokyo). 2022 Apr;75(4):207-212. doi: 10.1038/s41429-022-00510-0. Epub 2022 Feb 3.
5
Eurothiocin A and B, sulfur-containing benzofurans from a soft coral-derived fungus Eurotium rubrum SH-823.欧洲硫色菌素A和B，从一种源自软珊瑚的真菌红色曲霉SH-823中分离得到的含硫苯并呋喃。
Mar Drugs. 2014 Jun 20;12(6):3669-80. doi: 10.3390/md12063669.
6
Two new benzophenones and one new natural amide alkaloid isolated from a mangrove-derived Fungus Penicillium citrinum.从一种源自红树林的真菌桔青霉中分离出两种新的二苯甲酮和一种新的天然酰胺生物碱。
Nat Prod Res. 2019 Apr;33(8):1127-1134. doi: 10.1080/14786419.2018.1460832. Epub 2018 Apr 15.
7
Merosesquiterpenoids and ten-membered macrolides from a soft coral-derived Lophiostoma sp. fungus.源自软珊瑚的叶状口壳菌属真菌中的倍半萜类化合物和十元大环内酯类化合物。
Chem Biodivers. 2015 Sep;12(9):1407-14. doi: 10.1002/cbdv.201400331.
8
Antibacterial polyketides from the jellyfish-derived fungus Paecilomyces variotii.来源于水母源真菌棘孢木霉的抗菌聚酮化合物。
J Nat Prod. 2011 Aug 26;74(8):1826-9. doi: 10.1021/np200350b. Epub 2011 Jul 11.
9
A new phthalide from the endophytic fungus Xylaria sp. GDG-102.一种从内生真菌炭角菌属Xylaria sp. GDG-102中分离得到的新型苯酞。
Nat Prod Res. 2018 Apr;32(7):755-760. doi: 10.1080/14786419.2017.1311892. Epub 2017 Apr 7.
10
Benzophenone Compounds, from a Marine-Derived Strain of the Fungus , Inhibit Proliferation of Pancreatic Cancer Cells by Targeting the MEK/ERK Pathway.苯甲酮类化合物来源于真菌的海洋来源菌株，通过靶向 MEK/ERK 通路抑制胰腺癌细胞的增殖。
J Nat Prod. 2019 Dec 27;82(12):3357-3365. doi: 10.1021/acs.jnatprod.9b00646. Epub 2019 Dec 12.

引用本文的文献

1
Pestalotiopols E-J, Six New Polyketide Derivatives from a Marine Derived Fungus sp. SWMU-WZ04-1.短梗霉属 E-J，海洋来源真菌 sp. SWMU-WZ04-1 的六个新的聚酮类衍生物。
Mar Drugs. 2023 Dec 26;22(1):15. doi: 10.3390/md22010015.
2
Naturally Occurring Organohalogen Compounds-A Comprehensive Review.天然有机卤代化合物综述。
Prog Chem Org Nat Prod. 2023;121:1-546. doi: 10.1007/978-3-031-26629-4_1.
3
Recent advances on Pestalotiopsis genus: chemistry, biological activities, structure-activity relationship, and biosynthesis.

本文引用的文献

1
Isolation and biomimetic synthesis of (±)-guajadial B, a novel meroterpenoid from Psidium guajava.从番石榴中分离并仿生合成新型倍半萜（±）-瓜笳醇 B。
Org Lett. 2012 Dec 7;14(23):5936-9. doi: 10.1021/ol302849v. Epub 2012 Nov 19.
2
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.海洋涡虫来源真菌 Nigrospora sp. 中具有抗菌活性的蒽醌衍生物
J Nat Prod. 2012 May 25;75(5):935-41. doi: 10.1021/np300103w. Epub 2012 Apr 30.
3
Natural products as sources of new drugs over the 30 years from 1981 to 2010.
近期对拟盘多毛孢属的研究进展：化学、生物活性、构效关系和生物合成。
Arch Pharm Res. 2023 Jun;46(6):449-499. doi: 10.1007/s12272-023-01453-2. Epub 2023 Jun 30.
4
Diversity: Species, Dispositions, Secondary Metabolites, and Bioactivities.多样性：物种、性状、次生代谢产物和生物活性。
Molecules. 2022 Nov 21;27(22):8088. doi: 10.3390/molecules27228088.
5
Secondary Metabolites from Coral-Associated Fungi: Source, Chemistry and Bioactivities.来自珊瑚共生真菌的次生代谢产物：来源、化学性质及生物活性
J Fungi (Basel). 2022 Oct 3;8(10):1043. doi: 10.3390/jof8101043.
6
Halogenase-Targeted Genome Mining Leads to the Discovery of (±) Pestalachlorides A1a, A2a, and Their Atropisomers.靶向卤化酶的基因组挖掘导致发现（±）草皮氯素A1a、A2a及其阻转异构体。
Antibiotics (Basel). 2022 Sep 25;11(10):1304. doi: 10.3390/antibiotics11101304.
7
Halometabolites isolated from the marine-derived fungi with potent pharmacological activities.从海洋来源真菌中分离得到的具有强大药理活性的卤代代谢产物。
Front Microbiol. 2022 Oct 4;13:1038487. doi: 10.3389/fmicb.2022.1038487. eCollection 2022.
8
Marine fungal metabolites as a source of drug leads against aquatic pathogens.海洋真菌代谢产物作为抗水生病原体药物先导的来源。
Appl Microbiol Biotechnol. 2022 May;106(9-10):3337-3350. doi: 10.1007/s00253-022-11939-6. Epub 2022 Apr 29.
9
A Review: Halogenated Compounds from Marine Fungi.海洋真菌中的卤代化合物综述。
Molecules. 2021 Jan 16;26(2):458. doi: 10.3390/molecules26020458.
10
Tackling Antibiotic Resistance with Compounds of Natural Origin: A Comprehensive Review.利用天然来源化合物应对抗生素耐药性：全面综述
Biomedicines. 2020 Oct 11;8(10):405. doi: 10.3390/biomedicines8100405.
天然产物：1981 年至 2010 年 30 年间的新药来源。
J Nat Prod. 2012 Mar 23;75(3):311-35. doi: 10.1021/np200906s. Epub 2012 Feb 8.
4
Bioactive hydroanthraquinones and anthraquinone dimers from a soft coral-derived Alternaria sp. fungus.一株海洋来源的链格孢属真菌中分离得到的具有生物活性的氢蒽醌和蒽醌二聚体。
J Nat Prod. 2012 Feb 24;75(2):189-97. doi: 10.1021/np200766d. Epub 2012 Jan 25.
5
The taxonomy, biology and chemistry of the fungal Pestalotiopsis genus.真菌拟盘多毛孢属的分类学、生物学和化学。
Nat Prod Rep. 2012 Jun;29(6):622-41. doi: 10.1039/c2np00073c. Epub 2012 Jan 17.
6
Marine natural products.海洋天然产物。
Nat Prod Rep. 2012 Feb;29(2):144-222. doi: 10.1039/c2np00090c. Epub 2011 Dec 22.
7
Potent antifouling resorcylic acid lactones from the gorgonian-derived fungus Cochliobolus lunatus.来源于团毛壳菌的柳珊瑚来源真菌中的强效抗污性雷琐酸内酯。
J Nat Prod. 2011 Apr 25;74(4):629-33. doi: 10.1021/np100641b. Epub 2011 Feb 24.
8
Aspergilones A and B, two benzylazaphilones with an unprecedented carbon skeleton from the gorgonian-derived fungus Aspergillus sp.海绵来源真菌 Aspergillus sp. 中分离得到的两个具有全新碳骨架的苯并氮杂菲酮类化合物 Aspergilones A 和 B
Bioorg Med Chem Lett. 2011 Jan 15;21(2):690-3. doi: 10.1016/j.bmcl.2010.12.005. Epub 2010 Dec 7.
9
Development of a zebrafish embryo teratogenicity assay and quantitative prediction model.斑马鱼胚胎致畸性试验及定量预测模型的建立。
Birth Defects Res B Dev Reprod Toxicol. 2010 Feb;89(1):66-77. doi: 10.1002/bdrb.20223.
10
Lactones from Angiopteris caudatiformis.角鳞毛蕨中的内酯。
J Nat Prod. 2009 May 22;72(5):921-4. doi: 10.1021/np900027m.