Hopane-6α,16α,22-triol: A New Hopane Triterpenoid from the Lichen Parmotrema sancti-angelii

Sichaem, Jirapast; Nguyen, Huu-Hung; Duong, Thuc‐Huy

doi:10.1177/1934578x19858208

Cited by 9 publications

(7 citation statements)

References 20 publications

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“…Hopane triterpenoid, especially 3β-acetoxyhopane-1β,22-diol, was recorded in Dirinaria genus [9]. Our results in chemical composition of D. applanata have identified three hopane triterpenoids which are hydroxylated at C-3 position whereas the hydroxylation of those hopanes in other lichen genus occurred at C-6 [14,15]; C-6, 7 [16]; C-6, 15 [17]; C-6, 16 [18]; C-6, 7, 15 [19] or C-6, 7, 16 [20]. This means that 3-hydroxyhopane derivatives could be recognized as a fingerprint for D. applanata.…”

Section: Structure Elucidation Of Compoundmentioning

confidence: 71%

Novel Hopanoic Acid and Depside from the Lichen Dirinaria applanata

Tuân¹,

Van²,

Thanh³

et al. 2020

Rec.Nat.Prod.

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From the extract of lichen Dirinaria applanata, two hopane derivatives including 1-acetoxy-3hydroxy-21-hopan-29-oic acid (1), hopane-3, 6, 21-triol (2) and a depside namely 2-Omethylnordivaricatic acid (3) were isolated and identified by extensive analyzing 1D-NMR, 2D-NMR, HRESI-MS, and FT-IR. Notably, compound 1 and 3 were novel compounds while compound 2 was isolated from this lichen species for the first time.

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Section: Structure Elucidation Of Compoundmentioning

confidence: 71%

Novel Hopanoic Acid and Depside from the Lichen Dirinaria applanata

Tuân¹,

Van²,

Thanh³

et al. 2020

Rec.Nat.Prod.

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“…Lichens are fungal, algae, and cyanobacterium symbiotic composites that produce a variety of secondary metabolites [120] and are a rich source of hopane‐type bioactive triterpenoids. Parmotrema sancti‐angelii (Lynge) Hale of the family Parmeliaceae is a lichen dispersed throughout the world's tropical regions.…”

Section: Main Types Of Triterpenoidsmentioning

confidence: 99%

“…Acetone extract of P. sancti‐angelii were isolated hopane‐6 α ,16 α ,22‐triol, leucotylin, hopane‐6 α , 22‐diol (zeorin), 16 β ‐acetoxyhopane‐6 α ,22‐diol, 6α‐acetoxyhopane‐22‐ol, and 6 α ‐acetoxyhopane‐16 β ,22‐diol ( 132 ). In vitro testing of compound 132 demonstrated moderate cytotoxicity on HepG2 (IC 50 =52.67±2.82 μM), NCI‐H460 (IC 50 =77.86±5.61 μM), and MCF‐7 (IC 50 =47.08±2.64 μM human cancer cell lines [120] . 1‐Acetoxy‐21‐hopane‐3,22‐diol, a novel hopane derivative, was isolated from a methanol extract of the lichen Dirinaria applanata (Caliciaceae) [122] .…”

Section: Main Types Of Triterpenoidsmentioning

confidence: 99%

“…(Meliaceae) is a mahogany tree commonly known as 'Lantupak Mata Kuching in Malaysia. W. pinnata hexane extract afforded a glutinane triterpenoid, pinnatane A (120). The treatment of compound 120 against liver cancer cell lines like Hep3B and HepG2 cell lines was carried out and found two different types of cell death, apoptosis in Hep3B and necrosis in HepG2 cell lines, and also exhibited effective cytotoxic activity against various human cell lines.…”

Section: Glutinanementioning

confidence: 99%

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Bioactive Usual and Unusual Triterpenoids Derived from Natural Sources Used in Traditional Medicine

Joshi

2023

Chemistry & Biodiversity

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Triterpenoids are accessible in several terrestrial plants as well as marine organisms, including sponges, algae, fungi, and sea cucumbers are examples of marine creatures. So far, more than 20,000 natural triterpenoids have exhibited several varied bioactivities, including anticancer, antimalarial, anti‐HIV, inhibit HIF‐1 activation, antibacterial, chemopreventive, anti‐inflammatory, antioxidant, cardioprotective, antiviral, neuroprotective, hepatoprotective, insecticidal, antidiabetic, cytotoxic. Several plants are used in folklore medicine to treat numerous ailments, and the preparation or uses of traditional practices have been scientifically validated. Although various structural diversity has been observed in the triterpenoids, this review presents the sources and uses of those triterpenoids that showed significant biological activities which could be accessible and promoted to familiar people in the form of traditional medicine or for industrial, or pharmaceutical applications.

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“…but was identified as dustanin (hopane-l5α,22-diol)). It is also found in dust in the air as well as in an entomogenous fungus, Aschersonia aleyrodis [91]. Investigation of an E. variecolor organic extract led to the isolation of stellatic acid (184) and ergosterol (185) [91,92].…”

Section: Steroidsmentioning

confidence: 99%

Nidulantes of Aspergillus (Formerly Emericella): A Treasure Trove of Chemical Diversity and Biological Activities

et al. 2020

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The genus Emericella (Ascomycota) includes more than thirty species with worldwide distribution across many ecosystems. It is considered a rich source of diverse metabolites. The published classes of natural compounds that are discussed here are organized according to the following biosynthetic pathways: polyketides (azaphilones, cyclopentenone pigments, dicyanides, furan derivatives, phenolic ethers, and xanthones and anthraquinones); shikimate derivatives (bicoumarins); mevalonate derivatives (meroterpenes, sesquiterpenes, sesterterpenes and steroids) and amino acids derivatives (alkaloids (indole-derivatives, isoindolones, and piperazine) and peptides (depsipeptides)). These metabolites produce the wide array of biological effects associated with Emericella, including antioxidant, antiproliferative, antimalarial, antiviral, antibacterial, antioxidant, antihypertensive, anti-inflammatory, antifungal and kinase inhibitors. Careful and extensive study of the diversity and distribution of metabolites produced by the genus Emericella (either marine or terrestrial) revealed that, no matter the source of the fungus, the composition of the culture medium effectively controls the metabolites produced. The topic of this review is the diversity of metabolites that have been identified from Emericella, along with the contextual information on either their biological or geographic sources. This review presents 236 natural compounds, which were reported from marine and terrestrial Emericella. Amongst the reported compounds, only 70.2% were biologically assayed for their effects, including antimicrobial or cytotoxicity. This implies the need for substantial investigation of alternative activities. This review includes a full discussion of compound structures and disease management, based on materials published from 1982 through December 2019.

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Hopane-6α,16α,22-triol: A New Hopane Triterpenoid from the Lichen Parmotrema sancti-angelii

Cited by 9 publications

References 20 publications

Novel Hopanoic Acid and Depside from the Lichen Dirinaria applanata

Novel Hopanoic Acid and Depside from the Lichen Dirinaria applanata

Bioactive Usual and Unusual Triterpenoids Derived from Natural Sources Used in Traditional Medicine

Nidulantes of Aspergillus (Formerly Emericella): A Treasure Trove of Chemical Diversity and Biological Activities

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