Pumilol, a Diterpenoid with a Rare Strobane Skeleton from <i>Pinus pumila</i> (Pinaceae)

Langat, Moses K.; Helfenstein, Andreas; Horner, Claire; Tammela, Päivi; Hokkanen, Heikki; Izotov, Denis; Mulholland, Dulcie A.

doi:10.1002/cbdv.201800056

Cited by 15 publications

(6 citation statements)

References 17 publications

(45 reference statements)

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“…In addition, fourteen known compounds including (+)-taxifolin (2), erythro-1-(4-hydroxy-3-methooxyphenyl)-2-[2-hydroxy-4-(3-hydroxypropyl) phenoxy]-1,3-propanediol (3), [12] threo-1-(4-hydroxy-3-methooxyphenyl)-2-[2-hydroxy-4-(3-hydroxypropyl)henoxy]-1,3propanediol (4), [12] dihydrodehydrodiconiferyl alcohol 9-O-α-L-rhamnopyranoside (5), [13] 8,11,13-abietatriene-15-methoxy-18-oic acid (6), [14] 15-oxolabda-8(17),13Edien-19-oic acid (7), [15] 13-epi-manoyl oxide-18-oic acid (8), [16] 15-hydroxydehydroabiietic acid (9), [14] isocupressic acid (10), [15] agathic acid (11), [17] pinifolic acid (12), [15] agatholic acid (13), [18] agathic acid 15methyl ester ( 14), [19] and 19-hydroxylabda-8( 17),13Zdien-15-oic acid (15) [20] were also yield form the crude extract of P. yunnanensis, their chemical structures were determined by compare their spectroscopic data with reported literatures.…”

Section: Resultsmentioning

confidence: 99%

Secondary Metabolites from the Fresh Leaves of Pinus yunnanensis Franch

Liu

et al. 2021

Chemistry & Biodiversity

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Fifteen metabolites, including two flavonols (1 -2), three lignans (3 -5), and ten diterpenoids (6 -15), were isolated from the leaves of Pinus yunnanensis. Among them, flavanonol (1) were identified as undescribed flavonol derivative with natural rarely B-ring fission lactone. Massive spectroscopic methods, the DP4 + probabilities and CD/ECD calculations were applied to establish the structure of component 1. Among these compounds, taxifolin (2) showed potent cytotoxicity, having IC 50 values from 21.33 to 45.48 μg/mL, it also showed broad antibacterial activity against human pathogens with MIC values from 32 to 64 μg/mL.

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Section: Resultsmentioning

confidence: 99%

Secondary Metabolites from the Fresh Leaves of Pinus yunnanensis Franch

Liu

et al. 2021

Chemistry & Biodiversity

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“…Compound 67 exhibited activity only against B. cereus with the MIC/MBC values of 6.25/25 μg/ml (Chawengrum et al, 2018). five bacterial and one fungal strain, and only 69 showed more than 90% growth inhibition of E. faecalis (Langat et al, 2018). Qiao et al reported two C 20 epimeric diterpenoids and one new labdane diterpenoid from the leaves of the medicinal plant Caesalpinia decapetala (Roth) Alston [Fabaceae].…”

Section: Labdane Diterpenoidsmentioning

confidence: 99%

Antimicrobial Diterpenes: Recent Development From Natural Sources

et al. 2022

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Antimicrobial resistance has been posing an alarming threat to the treatment of infectious diseases over the years. Ineffectiveness of the currently available synthetic and semisynthetic antibiotics has led the researchers to discover new molecules with potent antimicrobial activities. To overcome the emerging antimicrobial resistance, new antimicrobial compounds from natural sources might be appropriate. Secondary metabolites from natural sources could be prospective candidates in the development of new antimicrobial agents with high efficacy and less side effects. Among the natural secondary metabolites, diterpenoids are of crucial importance because of their broad spectrum of antimicrobial activity, which has put it in the center of research interest in recent years. The present work is aimed at reviewing recent literature regarding different classes of natural diterpenes and diterpenoids with significant antibacterial, antifungal, antiviral, and antiprotozoal activities along with their reported structure–activity relationships. This review has been carried out with a focus on relevant literature published in the last 5 years following the Preferred Reporting Items for Systematic Reviews and Meta-Analyses (PRISMA) guidelines. A total of 229 diterpenoids from various sources like plants, marine species, and fungi are summarized in this systematic review, including their chemical structures, classification, and significant antimicrobial activities together with their reported mechanism of action and structure–activity relationships. The outcomes herein would provide researchers with new insights to find new credible leads and to work on their synthetic and semisynthetic derivatives to develop new antimicrobial agents.

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“…pumila помогает при туберкулезе [6]. Также настойка стланикаприменяетсявкачествеглистогонного,мочегонного,отхаркивающегоиранозаживляющего средств [7,8]. Ранние исследования химическогосоставаифармакологическойак-тивностиP.…”

Section: Introductionunclassified

“…pumilaвосновномбылипосвящены изучению терпеновых соединений кедровых орехов [9,10], хвои [10][11][12], шишек [13], коры [14][15][16][17]. Содержание эфирного масла в хвоесоставляет2,33мл/100г,масловосновном состоитизтерпеновыхкомпонентов,такихкак α-пинени3-карен [5,6],однакохимическийсоставчасторазличаетсявзависимостиотусловий прорастанияиместалокализациирастения [6,7]. Имеютсясведенияоналичиивкорередкогостробан дитерпеноида и тритерпеноидов серратанового типа [7].…”

Section: Introductionunclassified

“…Содержание эфирного масла в хвоесоставляет2,33мл/100г,масловосновном состоитизтерпеновыхкомпонентов,такихкак α-пинени3-карен [5,6],однакохимическийсоставчасторазличаетсявзависимостиотусловий прорастанияиместалокализациирастения [6,7]. Имеютсясведенияоналичиивкорередкогостробан дитерпеноида и тритерпеноидов серратанового типа [7]. Новейшие исследования свидетельствуютоналичиитритерпеновыхгликози-дов,которыевпервыебыливыделеныизвнешней корыстебляP.…”

Section: Introductionunclassified

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Phenolic compounds of the needles of Pinus Pumila (Pall.) Regel growing in Yakutia

2021

ASNR

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Dwarf pine (Pinus pumila (Pall.) Rgl) is a coniferous evergreen representative of the Pinus genus, Pinaceae family. In the Republic of Sakha (Yakutia), Pinus pumila occupies substantial areas and is well known for its forage characteristics. In the traditional medicine of north-eastern Asia, a number of curative properties are assigned to this species, which allows us to relate P. pumila to the list of promising medicinal plants. Previous studies were focused on the content of terpenes, so that phenolic compounds in the needles of P. pumila were left without attention in spite of their high antioxidant activity. In the present paper, the results of qualitative and quantitative analysis for the concentrations of phenolic compounds in the needles of Pinus pumila growing in Yakutia are reported. The samples of plant material were collected in the Oymyakonsky district in 2018. For analysis, the raw material was extracted with 70 % ethanol with subsequent filtration of the extract. The quantitative content of flavonoids and phenolic compounds was determined using an SF-2000 spectrophotometer. The concentration of flavonoids, recalculated for the standard rutin sample, was 0.376±0.065 %. The total content of phenolic compounds determined using the Folin-Ciocalteu reagent was 32.01 % in the 70 % ethanol extract of the needles of P. pumila and 7.48 % in its aqueous extract.

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Pumilol, a Diterpenoid with a Rare Strobane Skeleton from Pinus pumila (Pinaceae)

Cited by 15 publications

References 17 publications

Secondary Metabolites from the Fresh Leaves of Pinus yunnanensis Franch

Secondary Metabolites from the Fresh Leaves of Pinus yunnanensis Franch

Antimicrobial Diterpenes: Recent Development From Natural Sources

Phenolic compounds of the needles of Pinus Pumila (Pall.) Regel growing in Yakutia

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