重新审视马钱宁生物合成假说。
Revisiting the manzamine biosynthetic hypothesis.
机构信息
Department of Chemistry and Biochemistry, Florida State University, 95 Chieftan Way, Tallahassee, FL 32308, USA.
出版信息
Nat Prod Rep. 2023 May 24;40(5):964-971. doi: 10.1039/d2np00082b.
Abstract
Covering: up to 2023The marine environment represents a rich yet challenging source of novel therapeutics. These challenges are best exemplified by the manzamine class of alkaloids, featuring potent bioactivities, difficult procurement, and a biosynthetic pathway that has eluded characterization for over three decades. This review highlights postulated biogenic pathways toward the manzamines, evaluated in terms of current biosynthetic knowledge and metabolic precedent.
摘要
涵盖时间
截至 2023 年海洋环境代表了一个丰富而具有挑战性的新型治疗药物来源。这些挑战在曼萨宁类生物碱中表现得最为明显，它们具有强大的生物活性、难以获得，而且其生物合成途径已经困扰了人们 30 多年，尚未得到阐明。本文综述了曼萨宁类生物碱的假定生物合成途径，根据当前的生物合成知识和代谢前例进行了评估。
相似文献
1
Revisiting the manzamine biosynthetic hypothesis.重新审视马钱宁生物合成假说。
Nat Prod Rep. 2023 May 24;40(5):964-971. doi: 10.1039/d2np00082b.
2
Manzamines: a potential for novel cures.曼沙明碱：一种潜在的新型疗法。
Cell Cycle. 2012 May 1;11(9):1765-72. doi: 10.4161/cc.20135.
3
The manzamine alkaloids.蔓生胺生物碱
Alkaloids Chem Biol. 2020;84:1-124. doi: 10.1016/bs.alkal.2020.03.001. Epub 2020 Apr 23.
4
Discovery and preliminary structure-activity relationship of the marine natural product manzamines as herpes simplex virus type-1 inhibitors.海洋天然产物蔓胺作为单纯疱疹病毒1型抑制剂的发现及初步构效关系
Z Naturforsch C J Biosci. 2017 Jan 1;72(1-2):49-54. doi: 10.1515/znc-2016-0080.
5
Anti-infective Potential of Manzamine Alkaloids - A Review.曼卡宁生物碱的抗感染潜力——综述。
Med Chem. 2022;18(6):629-654. doi: 10.2174/1573406417666210803101740.
6
The manzamines as an example of the unique structural classes available for the discovery and optimization of infectious disease controls based on marine natural products.以manzamines为例，说明基于海洋天然产物可用于发现和优化传染病控制方法的独特结构类别。
Curr Pharm Des. 2007;13(6):653-60. doi: 10.2174/138161207780162818.
7
Further insight from model experiments into a possible scenario concerning the origin of manzamine alkaloids.模型实验对可能的曼氏生物碱起源情景的进一步洞察。
Angew Chem Int Ed Engl. 2008;47(29):5418-21. doi: 10.1002/anie.200800488.
8
Metabolism and resistance of Fusarium spp. to the manzamine alkaloids via a putative retro pictet-spengler reaction and utility of the rational design of antimalarial and antifungal agents.镰刀菌属对蔓胺生物碱的代谢与抗性：通过假定的逆 Pictet-Spengler 反应以及抗疟和抗真菌药物合理设计的应用
Mar Biotechnol (NY). 2014 Aug;16(4):412-22. doi: 10.1007/s10126-014-9557-0. Epub 2014 Feb 20.
9
Chemistry and bioactivities of alkaloids isolated from marine fungi (covering 2016-2022).从海洋真菌中分离出的生物碱的化学性质与生物活性（涵盖2016年至2022年）
Fitoterapia. 2023 Jan;164:105377. doi: 10.1016/j.fitote.2022.105377. Epub 2022 Nov 28.
10
Semisynthetic studies on the manzamine alkaloids.海人草生物碱的半合成研究。
J Nat Prod. 2008 Mar;71(3):300-8. doi: 10.1021/np0703702. Epub 2008 Jan 17.
引用本文的文献
1
Azine Dearomatization in Natural Product Total Synthesis.天然产物全合成中的嗪脱芳构化
Chemistry. 2025 Apr 1;31(19):e202402413. doi: 10.1002/chem.202402413. Epub 2025 Mar 4.
2
Total Synthesis of Lissodendoric Acid A.利松烷酸 A 的全合成。
Angew Chem Int Ed Engl. 2024 Aug 5;63(32):e202406676. doi: 10.1002/anie.202406676. Epub 2024 Jul 3.
3
Relevant Developments in the Use of Three-Component Reactions for the Total Synthesis of Natural Products. The last 15 Years.用于天然产物全合成的三组分反应的相关进展。过去15年。
ChemistryOpen. 2024 May;13(5):e202300306. doi: 10.1002/open.202300306. Epub 2024 Apr 22.
本文引用的文献
1
Total Synthesis of the Tetracyclic Pyridinium Alkaloid epi-Tetradehydrohalicyclamine B.四环吡啶鎓生物碱 epi-十四氢卤代环丙胺 B 的全合成。
Angew Chem Int Ed Engl. 2022 Oct 10;61(41):e202209651. doi: 10.1002/anie.202209651. Epub 2022 Sep 2.
2
The scaffold-forming steps of plant alkaloid biosynthesis.植物生物碱生物合成的支架形成步骤。
Nat Prod Rep. 2021 Jan 1;38(1):103-129. doi: 10.1039/d0np00031k. Epub 2020 Aug 3.
3
Marine-Derived Macrocyclic Alkaloids (MDMAs): Chemical and Biological Diversity.海洋来源的大环生物碱（MDMAs）：化学和生物多样性。
Mar Drugs. 2020 Jul 17;18(7):368. doi: 10.3390/md18070368.
4
Heterologous expression-facilitated natural products' discovery in actinomycetes.异源表达促进放线菌天然产物的发现。
J Ind Microbiol Biotechnol. 2019 Mar;46(3-4):415-431. doi: 10.1007/s10295-018-2097-2. Epub 2018 Nov 16.
5
Marine Natural Products in Medicinal Chemistry.药物化学中的海洋天然产物
ACS Med Chem Lett. 2018 Sep 13;9(10):959-961. doi: 10.1021/acsmedchemlett.8b00368. eCollection 2018 Oct 11.
6
Complete Genome of Micromonospora sp. Strain B006 Reveals Biosynthetic Potential of a Lake Michigan Actinomycete.一株产自密歇根湖的链霉菌 B006 全基因组揭示了其生物合成潜力。
J Nat Prod. 2018 Sep 28;81(9):2057-2068. doi: 10.1021/acs.jnatprod.8b00394. Epub 2018 Aug 15.
7
Slow-Binding Inhibition of Mycobacterium tuberculosis Shikimate Kinase by Manzamine Alkaloids.曼赞胺生物碱对结核分枝杆菌莽草酸激酶的慢结合抑制作用。
Biochemistry. 2018 Aug 14;57(32):4923-4933. doi: 10.1021/acs.biochem.8b00231. Epub 2018 Jul 31.
8
New Insights into the Biosynthesis Pathway of Polyketide Alkaloid Argimycins P in .对聚酮类生物碱阿吉霉素P生物合成途径的新见解 于…… （原句不完整，此处翻译为“于……”）
Front Microbiol. 2018 Feb 16;9:252. doi: 10.3389/fmicb.2018.00252. eCollection 2018.
9
Gut Microbial Glycerol Metabolism as an Endogenous Acrolein Source.肠道微生物甘油代谢作为内源性丙烯醛的来源。
mBio. 2018 Jan 16;9(1):e01947-17. doi: 10.1128/mBio.01947-17.
10
Genome-based classification of micromonosporae with a focus on their biotechnological and ecological potential.基于基因组的微单孢子菌分类及其生物技术和生态潜力的重点。
Sci Rep. 2018 Jan 11;8(1):525. doi: 10.1038/s41598-017-17392-0.
Zotero 插件