(±)-Terreinlactone A, a Pair of 3-Substituted δ-Lactone Enantiomers Derived from Terrein from the Fungus &lt;i&gt;Aspergillus terreus&lt;/i&gt;

Zhang, Xuwen; Wu, Zhengli; Lai, Yongji; Li, Dongyan; Wang, Jianping; Luo, Zengwei; Xue, Yongbo; Zhu, Hucheng; Chen, Chunmei; Zhang, Yonghui

doi:10.1248/cpb.c18-00200

Cited by 4 publications

(2 citation statements)

References 26 publications

(26 reference statements)

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“…Compounds 497a/497b were identified as simple δ-lactone enantiomers from the fungus Aspergillus terreus in 2018 [239], while 498 is a α-pyrone derivative obtained as a nearly racemic mixture from the endolichenic fungus Tolypocladium sp. in 2017 [240].…”

Section: Nonalkaloidsmentioning

confidence: 99%

Natural Enantiomers: Occurrence, Biogenesis and Biological Properties

Capon

et al. 2022

Molecules

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The knowledge that natural products (NPs) are potent and selective modulators of important biomacromolecules (e.g., DNA and proteins) has inspired some of the world’s most successful pharmaceuticals and agrochemicals. Notwithstanding these successes and despite a growing number of reports on naturally occurring pairs of enantiomers, this area of NP science still remains largely unexplored, consistent with the adage “If you don’t seek, you don’t find”. Statistically, a rapidly growing number of enantiomeric NPs have been reported in the last several years. The current review provides a comprehensive overview of recent records on natural enantiomers, with the aim of advancing awareness and providing a better understanding of the chemical diversity and biogenetic context, as well as the biological properties and therapeutic (drug discovery) potential, of enantiomeric NPs.

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Section: Nonalkaloidsmentioning

confidence: 99%

Natural Enantiomers: Occurrence, Biogenesis and Biological Properties

Capon

et al. 2022

Molecules

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“…Amongst the above, lovastatin (16) is the first to be discovered (HMG)-CoA reductase inhibitor with potent antihyperlipidemic effects. Another notable metabolite of A. terreus is Terrein (23) (Table 5) that was isolated for the first time in 1935 and attracted a lot of attention due to its versatile bioactivities including inhibition of plant growth, anti-microbial, anti-proliferative, and anti-oxidative activities (Zhang et al, 2018). Yet, the chemical structures and accordingly the biological activities of A. terreus FB3 R 1 = H, R 2 = H, R 3 = OH FA 1 R 1 = CH 3 CO, R 2 = OH, R 3 = OH FA 2 R 1 = CH 3 CO, R 2 = OH, R 3 = H FA 3 isolated secondary metabolites are non-surprisingly very versatile (Boruta & Bizukojc, 2017).…”

Section: Biological Activities and Chemical Structures Of Some Secondary Metabolites Isolated From Aspergillus Sppmentioning

confidence: 99%

Bioactive marine metabolites derived from the Persian Gulf compared to the Red Sea: similar environments and wide gap in drug discovery

Abuhijjleh

Shabbir

Al‐Abd

et al. 2021

PeerJ

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Marine life has provided mankind with unique and extraordinary chemical structures and scaffolds with potent biological activities. Many organisms and secondary metabolites derived from fungi and symbionts are found to be more environmentally friendly to study than the marine corals per se. Marine symbionts such as Aspergillus sp., a fungus, which can be isolated and grown in the lab would be a potential and continuous source of bioactive natural compounds without affecting the marine environment. The Red Sea is known for its biodiversity and is well-studied in terms of its marine-derived bioactive metabolites. The harsh environmental conditions lead to the development of unique metabolic pathways. This, in turn, results in enhanced synthesis and release of toxic and bioactive chemicals. Interestingly, the Persian Gulf and the Gulf of Oman carry a variety of environmental stresses, some of which are similar to the Red Sea. When compared to the Red Sea, the Persian Gulf has been shown to be rich in marine fungi as well, and is, therefore, expected to contain elaborate and interesting bioactive compounds. Such compounds may or may not be similar to the ones isolated from the Red Sea environment. Astoundingly, there are a very limited number of studies on the bioactive portfolio of marine-derived metabolites from the Persian Gulf and the Gulf of Oman. In this perspective, we are looking at the Red Sea as a comparator marine environment and bioactive materials repertoire to provide a futuristic perspective on the potential of the understudied and possibly overlooked bioactive metabolites derived from the marine life of the Persian Gulf and the Gulf of Oman despite its proven biodiversity and harsher environmental stress.

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