Cytotoxic meroterpenoids from the marine sponge <i>Dactylospongia elegans</i>

Yu, Hao‐Bing; Yin, Zifei; Gu, Bin-Bin; Zhang, Jianpeng; Wang, Shuping; Yang, Fan; Lin, Hou-Wen

doi:10.1080/14786419.2019.1633644

Cited by 17 publications

(22 citation statements)

References 16 publications

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“…Furthermore, 1 – 2 and 4 – 7 were significantly cytotoxic toward Panc-1 cells as well (Figure S2). Data for 4 , 5 , and 9 against PANC1 are consistent with a recent literature report [43]. Kauamide ( 10 ) showed no significant biological activity in any of the two of the assays (60% inhibition at 50 µM against U251; 15% inhibition at 83 μM against BACE1).…”

Section: Resultssupporting

confidence: 89%

Cytotoxic Sesquiterpenoid Quinones and Quinols, and an 11-Membered Heterocycle, Kauamide, from the Hawaiian Marine Sponge Dactylospongia elegans

et al. 2019

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Several known sesquiterpenoid quinones and quinols (1–9), and kauamide (10), a new polyketide-peptide containing an 11-membered heterocycle, were isolated from the extracts of the Hawaiian marine sponge Dactylospongia elegans. The planar structure of 10 was determined from spectroscopic analyses, and its relative and absolute configurations were established from density functional theory (DFT) calculations of the GIAO NMR shielding tensors, and advanced Marfey’s analysis of the N-MeLeu residue, respectively. Compounds 1 and 3 showed moderate inhibition of β-secretase 1 (BACE1), whereas 1–9 exhibited moderate to potent inhibition of growth of human glioma (U251) cells. Compounds 1–2 and 4–7 were also active against human pancreatic carcinoma (Panc-1) cells.

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Section: Resultssupporting

confidence: 89%

Cytotoxic Sesquiterpenoid Quinones and Quinols, and an 11-Membered Heterocycle, Kauamide, from the Hawaiian Marine Sponge Dactylospongia elegans

et al. 2019

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“…In the course of discovering of structurally diverse metabolites from marine sponges and sponge‐associated microbes, a sample of A. aaptos was re‐collected and subjected to chromatographic purification and two new quinoline alkaloids, aaptolines A ( 1 ) and B ( 2 ) ( Figure ), were isolated and identified. Herein, we report their structural elucidation and biological evaluation.…”

Section: Introductionmentioning

confidence: 99%

Aaptolines A and B, Two New Quinoline Alkaloids from the Marine Sponge Aaptos aaptos

Tang

et al. 2020

Chemistry & Biodiversity

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Two new quinoline alkaloids, aaptolines A and B, were isolated from the marine sponge Aaptos aaptos. Their structures were determined by HR-ESI-MS data, NMR analysis, and X-ray crystallography. Structurally, aaptoline A is characterized as having a quinoline skeleton fused with a 1,4-dioxane motif at the C(7)À C(8) position, whereas aaptoline B possessed an intriguing 1H-pyrrolo[2,3-g]quinoline moiety. The cytotoxic assay of these compounds showed no cytotoxicity towards HepG2, A549, and PC9 cancer cell lines and had IC 50 values greater than 20 μM.

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“…The chemical structures of compounds that were isolated from F. reticulata are 6,6'-bis-(debromo)-gelliusine F (Figure 6c), 6-bromo-8,1'-dihydro-isoplycin A and 5,6-dibromo-8,1'-dihydro-isoplycin A. A new compound, 19-methoxy-dictyoceratin-A (Figure 6d), was identified from the marine sponge D. elegans and exhibited anti-cancer properties [182]. The compound was shown to exhibit anti-cancer activity against human cancer cell lines DU145 (prostate cancer cell line), SW1990 (pancreatic cancer cell line), Huh7 (liver cancer cell) and PANC-1 (pancreas cancer cell line).…”

Section: New Compounds From Marine Sponges and Associatesmentioning

confidence: 99%

Bioactive Compounds from Marine Sponges: Fundamentals and Applications

et al. 2021

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Marine sponges are sessile invertebrates that can be found in temperate, polar and tropical regions. They are known to be major contributors of bioactive compounds, which are discovered in and extracted from the marine environment. The compounds extracted from these sponges are known to exhibit various bioactivities, such as antimicrobial, antitumor and general cytotoxicity. For example, various compounds isolated from Theonella swinhoei have showcased various bioactivities, such as those that are antibacterial, antiviral and antifungal. In this review, we discuss bioactive compounds that have been identified from marine sponges that showcase the ability to act as antibacterial, antiviral, anti-malarial and antifungal agents against human pathogens and fish pathogens in the aquaculture industry. Moreover, the application of such compounds as antimicrobial agents in other veterinary commodities, such as poultry, cattle farming and domesticated cats, is discussed, along with a brief discussion regarding the mode of action of these compounds on the targeted sites in various pathogens. The bioactivity of the compounds discussed in this review is focused mainly on compounds that have been identified between 2000 and 2020 and includes the novel compounds discovered from 2018 to 2021.

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Cytotoxic meroterpenoids from the marine sponge Dactylospongia elegans

Cited by 17 publications

References 16 publications

Cytotoxic Sesquiterpenoid Quinones and Quinols, and an 11-Membered Heterocycle, Kauamide, from the Hawaiian Marine Sponge Dactylospongia elegans

Cytotoxic Sesquiterpenoid Quinones and Quinols, and an 11-Membered Heterocycle, Kauamide, from the Hawaiian Marine Sponge Dactylospongia elegans

Aaptolines A and B, Two New Quinoline Alkaloids from the Marine Sponge Aaptos aaptos

Bioactive Compounds from Marine Sponges: Fundamentals and Applications

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