Sclerotiamides C–H, Notoamides from a Marine Gorgonian-Derived Fungus with Cytotoxic Activities

Guo, Xiang; Meng, Qinyu; Liu, Jie; Wu, Jing-Shuai; Jia, Huiying; Liu, Dong; Gu, Yu‐Cheng; Liu, Jianrong; Huang, Jian; Fan, Aili; Lin, Wenhan

doi:10.1021/acs.jnatprod.1c01194

Cited by 16 publications

(11 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In a study, sclerotiamides C, derived from Aspergillus sclerotiorum, is a notoamide-type alkaloid with a novel 2,2-diaminopropane framework, which was shown to arrest the cell cycle and induce apoptosis in HeLa cells through enhancing the phosphorylation of JNK, ERK, and p38, as well as stimulating the activation of apoptosis-related proteins, such as Cyt-C, Bax, and p53, indicating that the MAPK pathway plays a vital role in modulating cell proliferation and apoptosis in HeLa cells [ 143 ]. Calothrixin B is a natural alkaloid compound with a unique indolo[3,2-j] phenanthridine structure that has been reported to exhibit low cytotoxicity in leukemia cells.…”

Section: Targeting Apoptotic Signaling Pathways With Indole Alkaloids...mentioning

confidence: 99%

Naturally derived indole alkaloids targeting regulated cell death (RCD) for cancer therapy: from molecular mechanisms to potential therapeutic targets

et al. 2022

View full text Add to dashboard Cite

Regulated cell death (RCD) is a critical and active process that is controlled by specific signal transduction pathways and can be regulated by genetic signals or drug interventions. Meanwhile, RCD is closely related to the occurrence and therapy of multiple human cancers. Generally, RCD subroutines are the key signals of tumorigenesis, which are contributed to our better understanding of cancer pathogenesis and therapeutics. Indole alkaloids derived from natural sources are well defined for their outstanding biological and pharmacological properties, like vincristine, vinblastine, staurosporine, indirubin, and 3,3′-diindolylmethane, which are currently used in the clinic or under clinical assessment. Moreover, such compounds play a significant role in discovering novel anticancer agents. Thus, here we systemically summarized recent advances in indole alkaloids as anticancer agents by targeting different RCD subroutines, including the classical apoptosis and autophagic cell death signaling pathways as well as the crucial signaling pathways of other RCD subroutines, such as ferroptosis, mitotic catastrophe, necroptosis, and anoikis, in cancer. Moreover, we further discussed the cross talk between different RCD subroutines mediated by indole alkaloids and the combined strategies of multiple agents (e.g., 3,10-dibromofascaplysin combined with olaparib) to exhibit therapeutic potential against various cancers by regulating RCD subroutines. In short, the information provided in this review on the regulation of cell death by indole alkaloids against different targets is expected to be beneficial for the design of novel molecules with greater targeting and biological properties, thereby facilitating the development of new strategies for cancer therapy. Graphic abstract

show abstract

Section: Targeting Apoptotic Signaling Pathways With Indole Alkaloids...mentioning

confidence: 99%

Naturally derived indole alkaloids targeting regulated cell death (RCD) for cancer therapy: from molecular mechanisms to potential therapeutic targets

et al. 2022

View full text Add to dashboard Cite

show abstract

“…151 Aspergillus strains derived from deep-sea sediment yielded a variety of metabolites including phenols 355 , 356 (C-8 epimers), 357 , 358 , 152 aromatic polyketides 359 – 361 and isoquinoline alkaloids 362 , 363 , 153 364 – 377 , 154 acremolin alkaloid 378 , 155 and cyclopropane acids 379 – 382 . 156 Sponge-derived strains were the source of 2,5-diketopiperazines 383 – 385 , 157 isocoumarin 386 , propylpyridinium anthraquinone 387 , resorcinol derivative 388 , 158 and dipyrroloquinones 389 , 390 , 159 whilst notoamide alkaloids 391 – 396 , 160 prenylated notoamide-type alkaloids 397 – 406 , 161 butenolides 407 – 411 and p -hydroxybenzaldehyde derivative 412 (ref. 162) were obtained from gorgonian-derived strains.…”

Section: Marine Microorganisms and Phytoplanktonmentioning

confidence: 99%

Marine natural products

Carroll,

Copp,

Grkovic

et al. 2024

Nat. Prod. Rep.

View full text Add to dashboard Cite

show abstract

“…Compounds 239 and 240 possess a unique 2,2-diaminopropane group, while compounds 241 and 242 are novel notoamide hybrids having a coumarin moiety. Compound 244 is a new highly oxidized notoamide scaffold [ 70 ]. Compounds 245 to 248 are indole-C-mannopyranoside alkaloids: rare indole C-glycosides in which an α-D-mannose residue is connected to the indole ring at C-2 [ 71 ].…”

Section: Isolation Of Novel Indole Alkaloidsmentioning

confidence: 99%

“…Molecule 239 also caused mitochondrial dysfunction in HeLa cells, and compound 239 -induced cell apoptosis was related to generating reactive oxygen species in HeLa cells. Furthermore, compound 239 increased the phosphorylation levels of JNK, ERK, and p38 in HeLa cells, suggesting that compound 239 activated the MAPK signaling pathway, which helps mediate cell proliferation and apoptosis [ 70 , 102 ].…”

Section: Bioactivities Of Novel Indole Alkaloidsmentioning

confidence: 99%

Indole-Containing Natural Products 2019–2022: Isolations, Reappraisals, Syntheses, and Biological Activities

et al. 2022

View full text Add to dashboard Cite

Indole alkaloids represent a large subset of natural products, with more than 4100 known compounds. The majority of these alkaloids are biologically active, with some exhibiting excellent antitumor, antibacterial, antiviral, antifungal, and antiplasmodial activities. Consequently, the natural products of this class have attracted considerable attention as potential leads for novel therapeutics and are routinely isolated, characterized, and profiled to gauge their biological potential. However, data on indole alkaloids, their various structures, and bioactivities are complex due to their diverse sources, such as plants, fungi, bacteria, sponges, tunicates, and bryozoans; thus, isolation methods produce an incredible trove of information. The situation is exacerbated when synthetic derivatives, as well as their structures, bioactivities, and synthetic schemes, are considered. Thus, to make such data comprehensive and inform researchers about the current field’s state, this review summarizes recent reports on novel indole alkaloids. It deals with the isolation and characterization of 250 novel indole alkaloids, a reappraisal of previously reported compounds, and total syntheses of indole alkaloids. In addition, several syntheses and semi-syntheses of indole-containing derivatives and their bioactivities are reported between January 2019 and July 2022.

show abstract

Sclerotiamides C–H, Notoamides from a Marine Gorgonian-Derived Fungus with Cytotoxic Activities

Cited by 16 publications

References 35 publications

Naturally derived indole alkaloids targeting regulated cell death (RCD) for cancer therapy: from molecular mechanisms to potential therapeutic targets

Naturally derived indole alkaloids targeting regulated cell death (RCD) for cancer therapy: from molecular mechanisms to potential therapeutic targets

Marine natural products

Indole-Containing Natural Products 2019–2022: Isolations, Reappraisals, Syntheses, and Biological Activities

Contact Info

Product

Resources

About