Two pairs of alkaloid enantiomers from Ganoderma luteomarginatum

Li, Xiaocui; Liu, Fei; Su, Hai‐Guo; Guo, Li; Zhou, Qin‐Mei; Huang, Yuanjin; Peng, Cheng; Xiong, Liang

doi:10.1016/j.bse.2019.103930

Cited by 8 publications

(7 citation statements)

References 20 publications

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“…Compounds 601a/601b were identified as a pair of hydroquinone-pyridine alkaloid enantiomers from G. luteomarginatum in 2019 [287], while butyrolactone 602 from G. lucidum was chirally separated without assigning the abs. configs.…”

Section: Enantiomers From Phylum Basidiomycotamentioning

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: Enantiomers From Phylum Basidiomycotamentioning

confidence: 99%

Natural Enantiomers: Occurrence, Biogenesis and Biological Properties

Capon

et al. 2022

Molecules

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“…More recently, sinensine E ( 104 ) was isolated together with the new alkaloid 105 ( Figure 7 ) from Ganoderma luteomarginatum . Both compounds appeared to be a racemic mixture [ 62 ].…”

Section: New Alkaloids Found In Mushroom Since 2002mentioning

confidence: 99%

Structures and Biological Activities of Alkaloids Produced by Mushrooms, a Fungal Subgroup

Zorrilla

Evidente

2022

Biomolecules

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Alkaloids are a wide family of basic N-containing natural products, whose research has revealed bioactive compounds of pharmacological interest. Studies on these compounds have focused more attention on those produced by plants, although other types of organisms have also been proven to synthesize bioactive alkaloids, such as animals, marine organisms, bacteria, and fungi. This review covers the findings of the last 20 years (2002–2022) related to the isolation, structures, and biological activities of the alkaloids produced by mushrooms, a fungal subgroup, and their potential to develop drugs and agrochemicals. In some cases, the synthesis of the reviewed compounds and structure−activity relationship studies have been described.

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“…Among them, compounds 59 – 68 were all alkaloid enantiomers. Two alkaloid enantiomers [(±)- 71 and (±)- 67 ] were identified from Ganoderma luteomarginatum , a rare species in the genus Ganoderma, possessing the phenyl-substituted cyclopenta[c]pyridine skeleton [ 39 ]. To the best of our knowledge, only the genus Ganoderma has been associated with this type of skeleton in the natural world.…”

Section: Mtpas and Their Activitiesmentioning

confidence: 99%

Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives

Zhang

Tao

et al. 2022

Molecules

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Monoterpene pyridine alkaloids (MTPAs) are alkaloids derived from iridoid glycosides (IGs). The common molecular structure of MTPAs is the pyridine ring, while some of them have a cyclopenta[c]pyridine skeleton. Some compounds containing this structure are potentially bioactive medicinal agents. In this paper, seven drug candidates (A–G), ninety natural source products (1–90), thirty-seven synthesized compounds (91–127), as well as twenty-six key intermediates (S1–S26) were summarized. We categorized five types of MTPAs and one type of cyclopenta[c]pyridine alkaloids in all. Additionally, their possible genetic pathways were proposed. Then, the chemical transformation, biotransformation, chemical synthesis, as well as the bioactivity of MTPAs and cyclopenta[c]pyridine derivatives were analyzed and summarized. Cyclopenta[c]pyridine derivatives can be concisely and chirally synthesized, and they have shown potentials with antibacterial, insecticidal, antiviral, anti-inflammatory, and neuropharmacological activities.

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Two pairs of alkaloid enantiomers from Ganoderma luteomarginatum

Cited by 8 publications

References 20 publications

Natural Enantiomers: Occurrence, Biogenesis and Biological Properties

Natural Enantiomers: Occurrence, Biogenesis and Biological Properties

Structures and Biological Activities of Alkaloids Produced by Mushrooms, a Fungal Subgroup

Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives

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