• 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

海绵共生真菌中的隐秘次生代谢产物

Cryptic Secondary Metabolites from the Sponge-Associated Fungus .

机构信息

Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, 40225 Düsseldorf, Germany.

Faculty of Fisheries, İzmir Katip Çelebi University, Çiğli, 35620 İzmir, Turkey.

出版信息

Mar Drugs. 2019 Feb 3;17(2):99. doi: 10.3390/md17020099.

DOI:10.3390/md17020099
PMID:30717441
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6410417/
Abstract

The fungus was isolated from the Mediterranean sponge . The initial fermentation of the fungus on solid rice medium yielded 16 known compounds (⁻). The addition of several inorganic salts to the rice medium mainly influenced the accumulation of these secondary metabolites. Fermentation of the fungus on white bean medium yielded the new waspergillamide B () featuring an unusual -nitrobenzoic acid as partial structure. Moreover, two new compounds, ochraspergillic acids A and B ( and ), which are both adducts of dihydropenicillic acid and - or -aminobenzoic acid, were isolated from the co-culture of the fungus with . Compound was also detected in axenic fungal cultures following the addition of either anthranilic acid or tryptophan to the rice medium. The structures of the new compounds were established by 1D and 2DNMR experiments as well as from the HRMS data. The absolute configuration of was elucidated following hydrolysis and derivatization of the amino acids using Marfey's reagent. Viomellein () and ochratoxin B () exhibited strong cytotoxicity against the A2780 human ovarian carcinoma cells with IC values of 5.0 and 3.0 M, respectively.

摘要

该真菌从地中海海绵中分离得到。真菌在固体大米培养基上的初始发酵得到 16 种已知化合物(⁻)。向大米培养基中添加几种无机盐主要影响这些次生代谢物的积累。真菌在白豆培养基上的发酵得到了新型沃氏青霉素 B(),其具有不寻常的 -硝基苯甲酸作为部分结构。此外,从真菌与的共培养物中分离得到了两种新化合物,ochraspergillic 酸 A 和 B(和),它们都是二氢青霉酸和 -或-氨基苯甲酸的加合物。在向大米培养基中添加邻氨基苯甲酸或色氨酸后,在无菌真菌培养物中也检测到了化合物。新化合物的结构通过 1D 和 2D NMR 实验以及 HRMS 数据确定。通过使用 Marfey 试剂对氨基酸进行水解和衍生化,确定了的绝对构型。viomellein()和 ochratoxin B()对 A2780 人卵巢癌细胞表现出强烈的细胞毒性,IC 值分别为 5.0 和 3.0 M。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ce6/6410417/9da702242dba/marinedrugs-17-00099-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ce6/6410417/d7cdc4d963c3/marinedrugs-17-00099-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ce6/6410417/9e6909b53c77/marinedrugs-17-00099-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ce6/6410417/9da702242dba/marinedrugs-17-00099-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ce6/6410417/d7cdc4d963c3/marinedrugs-17-00099-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ce6/6410417/9e6909b53c77/marinedrugs-17-00099-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4ce6/6410417/9da702242dba/marinedrugs-17-00099-g003.jpg

相似文献

1
Cryptic Secondary Metabolites from the Sponge-Associated Fungus .海绵共生真菌中的隐秘次生代谢产物
Mar Drugs. 2019 Feb 3;17(2):99. doi: 10.3390/md17020099.
2
Induction of new metabolites from sponge-associated fungus Aspergillus carneus by OSMAC approach.通过 OSMAC 方法从海绵共生真菌烟曲霉中诱导新代谢物。
Fitoterapia. 2018 Nov;131:9-14. doi: 10.1016/j.fitote.2018.10.008. Epub 2018 Oct 10.
3
Aspergchromones A and B, two new polyketides from the marine sponge-associated fungus Aspergillus sp. SCSIO XWS03F03.曲霉色酮A和B,从与海洋海绵相关的真菌曲霉属菌株SCSIO XWS03F03中分离得到的两种新型聚酮化合物。
J Asian Nat Prod Res. 2017 Jul;19(7):684-690. doi: 10.1080/10286020.2016.1231673. Epub 2016 Sep 26.
4
New Alkaloids and Polyketides from the Marine Sponge-Derived Fungus sp. SCSIO41015.海洋海绵来源真菌 sp. SCSIO41015 的新生物碱和聚酮化合物。
Mar Drugs. 2019 Jul 5;17(7):398. doi: 10.3390/md17070398.
5
: Metabolites, Bioactivities, Biosynthesis, and Biotechnological Potential.代谢产物、生物活性、生物合成及生物技术潜力。
Molecules. 2022 Oct 10;27(19):6759. doi: 10.3390/molecules27196759.
6
Peptides and polyketides isolated from the marine sponge-derived fungus Aspergillus terreus SCSIO 41008.从海洋海绵来源真菌土曲霉 SCSIO 41008 中分离得到的肽和聚酮。
Chin J Nat Med. 2019 Feb;17(2):149-154. doi: 10.1016/S1875-5364(19)30017-2.
7
Effects of potassium sorbate on growth and penicillic acid production by Aspergillus ochraceus and Penicillium aurantiogriseum.山梨酸钾对赭曲霉和橙灰青霉生长及展青霉素产生的影响。
Zentralbl Mikrobiol. 1993 Aug;148(5):343-50.
8
Induction of cryptic metabolites of the endophytic fungus sp. through OSMAC and co-cultivation.通过OSMAC和共培养诱导内生真菌sp.的隐秘代谢产物
RSC Adv. 2019 Aug 30;9(47):27279-27288. doi: 10.1039/c9ra05469c. eCollection 2019 Aug 29.
9
Isolation and Characterization of Two New Metabolites from the Sponge-Derived Fungus sp. LS34 by OSMAC Approach.OSMAC 方法从海绵源真菌 sp. LS34 中分离和表征两种新代谢产物。
Mar Drugs. 2019 May 11;17(5):283. doi: 10.3390/md17050283.
10
Four New C9 Metabolites from the Sponge-Associated Fungus sp. ZSDS1-F7-2.从海绵共生真菌 sp. ZSDS1-F7-2 中发现的四个新型 C9 代谢物。
Mar Drugs. 2018 Jul 9;16(7):231. doi: 10.3390/md16070231.

引用本文的文献

1
The taxonomy of TRM64739 and .TRM64739的分类法以及…… (原文不完整,翻译可能不准确)
Front Microbiol. 2025 May 23;16:1571458. doi: 10.3389/fmicb.2025.1571458. eCollection 2025.
2
Marine-derived fungi from the genus (Ascomycota) and their anticancer properties.来自曲霉属(子囊菌门)的海洋真菌及其抗癌特性。
Mycology. 2024 Nov 4;16(2):545-592. doi: 10.1080/21501203.2024.2402309. eCollection 2025.
3
Exploring the modern approaches to enhance fungal endophyte-derived bioactive secondary metabolites.探索增强真菌内生菌衍生生物活性次生代谢产物的现代方法。

本文引用的文献

1
Aspergillus ochraceus Production of 5,6-Dihydropenicillic Acid in Culture and Foods.赭曲霉在培养物和食品中产生5,6-二氢青霉酸。
J Food Prot. 1995 May;58(5):519-523. doi: 10.4315/0362-028X-58.5.519.
2
Chaetolines A and B, Pyrano[3,2- f]isoquinoline Alkaloids from Cultivation of Chaetomium sp. in the Presence of Autoclaved Pseudomonas aeruginosa.沙雷菌素 A 和 B,来源于在高压灭菌的铜绿假单胞菌存在下培养的嗜热毛壳菌的吡喃并[3,2- f]异喹啉生物碱。
J Nat Prod. 2018 Nov 26;81(11):2392-2398. doi: 10.1021/acs.jnatprod.8b00373. Epub 2018 Oct 21.
3
New Anti-inflammatory Cyclopeptides From a Sponge-Derived Fungus .
3 Biotech. 2025 Jun;15(6):156. doi: 10.1007/s13205-025-04328-z. Epub 2025 May 7.
4
Rediscovery of viomellein as an antibacterial compound and identification of its biosynthetic gene cluster in dermatophytes.重新发现黄绿青霉素作为一种抗菌化合物并鉴定其在皮肤癣菌中的生物合成基因簇。
Appl Environ Microbiol. 2025 May 21;91(5):e0243124. doi: 10.1128/aem.02431-24. Epub 2025 Apr 8.
5
The Mutually Inspiring Biological and Chemical Synthesis of Fungal Bicyclo[2.2.2]diazaoctane Indole Alkaloids.真菌双环[2.2.2]二氮杂辛烷吲哚生物碱的生物与化学合成相互启发
Chem Rev. 2025 Feb 26;125(4):1718-1804. doi: 10.1021/acs.chemrev.4c00250. Epub 2025 Feb 10.
6
Beyond morphogenesis and secondary metabolism: function of Velvet proteins and LaeA in fungal pathogenesis.超越形态发生和次生代谢:Velvet 蛋白和 LaeA 在真菌发病机制中的功能。
Appl Environ Microbiol. 2024 Oct 23;90(10):e0081924. doi: 10.1128/aem.00819-24. Epub 2024 Sep 4.
7
Multigene phylogeny, bioactive properties, enzymatic and dye decolorization potential of selected marine fungi from brown algae and sponges of Mauritius.来自毛里求斯褐藻和海绵的选定海洋真菌的多基因系统发育、生物活性特性、酶促和染料脱色潜力
Heliyon. 2024 Apr 2;10(7):e28955. doi: 10.1016/j.heliyon.2024.e28955. eCollection 2024 Apr 15.
8
Alternaria alternata (SDHY01/02), a fungus associated with Lamellodysidea herbacea: its anticancer potential and responsible constituent(s).交链格孢(SDHY01/02),一种与 Lamellodysidea herbacea 相关的真菌:其抗癌潜力及其活性成分。
Int Microbiol. 2023 Nov;26(4):1143-1155. doi: 10.1007/s10123-023-00368-8. Epub 2023 May 5.
9
Co-culture: stimulate the metabolic potential and explore the molecular diversity of natural products from microorganisms.共培养:激发微生物天然产物的代谢潜力并探索其分子多样性。
Mar Life Sci Technol. 2021 Jan 4;3(3):363-374. doi: 10.1007/s42995-020-00077-5. eCollection 2021 Aug.
10
Antimicrobial and Cytotoxic Activity of Endophytic Fungi from .内生真菌的抗菌和细胞毒性活性。
J Microbiol Biotechnol. 2023 Apr 28;33(4):543-551. doi: 10.4014/jmb.2211.11055. Epub 2022 Dec 30.
源自海绵共生真菌的新型抗炎环肽
Front Chem. 2018 Jun 14;6:226. doi: 10.3389/fchem.2018.00226. eCollection 2018.
4
Marine natural products.海洋天然产物。
Nat Prod Rep. 2018 Jan 16;35(1):8-53. doi: 10.1039/c7np00052a.
5
Waspergillamide A, a Nitro depsi-Tetrapeptide Diketopiperazine from an Australian Mud Dauber Wasp-Associated Aspergillus sp. (CMB-W031).黄蜂酰胺A,一种来自澳大利亚泥蜂相关曲霉属(CMB-W031)的硝基缩肽四肽二酮哌嗪。
J Nat Prod. 2017 Apr 28;80(4):1192-1195. doi: 10.1021/acs.jnatprod.6b01062. Epub 2017 Feb 24.
6
Balkan Endemic Nephropathy - Still continuing enigma, risk assessment and underestimated hazard of joint mycotoxin exposure of animals or humans.巴尔干地方性肾病 - 仍然是未解之谜,动物或人类共同暴露于霉菌毒素的风险评估和危害被低估。
Chem Biol Interact. 2017 Jan 5;261:63-79. doi: 10.1016/j.cbi.2016.11.018. Epub 2016 Nov 18.
7
Ochratoxin A Producing Fungi, Biosynthetic Pathway and Regulatory Mechanisms.产赭曲霉毒素A的真菌、生物合成途径及调控机制
Toxins (Basel). 2016 Mar 21;8(3):83. doi: 10.3390/toxins8030083.
8
Ellagic Acid and Resveratrol Prevent the Development of Cisplatin Resistance in the Epithelial Ovarian Cancer Cell Line A2780.鞣花酸和白藜芦醇可预防上皮性卵巢癌细胞系 A2780 对顺铂耐药的发展。
J Cancer. 2016 Jan 10;7(4):353-63. doi: 10.7150/jca.13754. eCollection 2016.
9
Comparative Ochratoxin Toxicity: A Review of the Available Data.赭曲霉毒素的比较毒性:现有数据综述
Toxins (Basel). 2015 Oct 22;7(10):4253-82. doi: 10.3390/toxins7104253.
10
Alkaloids from the deep-sea-derived fungus Aspergillus westerdijkiae DFFSCS013.深海来源真菌 Aspergillus westerdijkiae DFFSCS013 中的生物碱。
J Nat Prod. 2013 May 24;76(5):983-7. doi: 10.1021/np400132m. Epub 2013 Apr 26.