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Bioassay-Guided Isolation of cis-Clerodane Diterpenoids and Monoglycerides from the Leaves of Solidago gigantea and Their Antimicrobial Activities

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Tartalom: https://real.mtak.hu/221054/
Archívum: REAL
Gyűjtemény: Status = Published
Subject = Q Science / természettudomány: QR Microbiology / mikrobiológia
Type = Article
Subject = S Agriculture / mezőgazdaság: SB Plant culture / növénytermesztés: SB975 Plant protection / növényvédelem
Cím:
Bioassay-Guided Isolation of cis-Clerodane Diterpenoids and Monoglycerides from the Leaves of Solidago gigantea and Their Antimicrobial Activities
Létrehozó:
Baglyas, Márton
Ott, Péter
Bozsó, Zoltán
Schwarczinger, Ildikó
Bakonyi, József
Dlauchy, Dénes
Darcsi, András
Varga, Szilárd
Móricz, Ágnes
Dátum:
2025
Téma:
QR Microbiology / mikrobiológia
SB975 Plant protection / növényvédelem
Tartalmi leírás:
A previously undescribed cis-clerodane diterpenoid, diangelate solidagoic acid J (1), along with two known cis-clerodane diterpenoids, solidagoic acid C (2) and solidagoic acid D (3), as well as two known unsaturated monoacylglycerols, 1-linoleoyl glycerol (4) and 1-α-linolenoyl glycerol (5), were isolated and characterized from the n-hexane leaf extract of Solidago gigantea (giant goldenrod). Compounds 2–5 were identified first in this species, and compounds 4 and 5 are reported here for the first time in the Solidago genus. The bioassay-guided isolation procedure included thin-layer chromatography (TLC) coupled with a Bacillus subtilis antibacterial assay, preparative flash column chromatography, and TLC–mass spectrometry (MS). Their structures were elucidated via extensive spectroscopic and spectrometric techniques such as one- and two-dimensional nuclear magnetic resonance (NMR) spectroscopy and high-resolution tandem mass spectrometry (HRMS/MS). The antimicrobial activities of the isolated compounds were evaluated by a microdilution assay. All compounds exhibited weak to moderate antibacterial activity against the Gram-positive plant pathogen Clavibacter michiganensis, with MIC values ranging from 17 to 133 µg/mL, with compound 5 being the most potent. Only compound 1 was active against Curtobacterium flaccumfaciens pv. flaccumfaciens, while compound 3 demonstrated a weak antibacterial effect against B. subtilis and Rhodococcus fascians. Additionally, the growth of B. subtilis and R. fascians was moderately inhibited by compounds 1 and 5, respectively. None of the tested compounds showed antibacterial activity against Gram-negative Pseudomonas syringae pv. tomato and Xanthomonas arboricola pv. pruni. No bactericidal activity was observed against the tested microorganisms. Compounds 2 and 3 displayed weak antifungal activity against the crop pathogens Bipolaris sorokiniana and Fusarium graminearum. Our results demonstrate the efficacy of bioassay-guided strategies in facilitating the discovery of novel bioactive compounds.
Nyelv:
angol
Típus:
Article
PeerReviewed
info:eu-repo/semantics/article
Formátum:
text
Azonosító:
Baglyas, Márton and Ott, Péter and Bozsó, Zoltán and Schwarczinger, Ildikó and Bakonyi, József and Dlauchy, Dénes and Darcsi, András and Varga, Szilárd and Móricz, Ágnes (2025) Bioassay-Guided Isolation of cis-Clerodane Diterpenoids and Monoglycerides from the Leaves of Solidago gigantea and Their Antimicrobial Activities. PLANTS-BASEL, 14 (14). ISSN 2223-7747
Kapcsolat:
MTMT:36244467 10.3390/plants14142152
Létrehozó:
cc_by