Bioactivity-guided identification and isolation of a major antimicrobial compound in Cistus creticus subsp. creticus leaves and resin “ladano”
2022
Authors:
Skorić, MarijanaĆirić, Ana
Budimir, Snežana
Janošević, Dušica
Anđelković, Boban
Todosijević, Marina
Todorović, Slađana
Soković, Marina
Glamočlija, Jasmina
Tešević, Vele
Gašić, Uroš
Mišić, Danijela
Kanellis, Angelos K.
Document Type:
Article (Published version)
,
© 2022 Elsevier B.V.
Metadata
Show full item recordAbstract:
Cistus creticus subsp. creticus is a shrubby Mediterranean plant used since ancient times in folk medicine for the treatment of different diseases. C. creticus extracts and resin contain different types of secondary metabolites , such as terpenoids (predominantly labdane type diterpenoids), and phenylpropanoids. Growth conditions seem to influence the content of labdane-type diterpenes and flavan-3-ols in leaves of C. creticus subsp. creticus . Histochemical staining of leaves' trichomes and comprehensive phytochemical characterization of resin, leaves and their exudates, indicated that long-stalked capitate trichomes of C. creticus subsp. creticus , grown both in vitro (IV) and in greenhouse (GH), are capable of producing bioactive oleoresin-related terpenoids and phenylpropanoids compounds. Bioactivity-guided approach was implemented in search for the major antibacterial compound in C. creticus resin against two Gram-negative ( Escherichia coli and Pseudomonas aeruginosa ) and two Gram-positive bacteria ( Bacillus cereus and Micrococcus flavus ). Bioautographic assay on TLC plates with separated components of Cistus resin extract, revealed a pronounced zone of microbial growth inhibition, corresponded to a highly active compound with Rf values of 0.45, structurally characterized and identified as ent -3 β -acetoxy-13- epi -manoyl oxide. This finding opens the route for focusing on isolation and functional characterization of genes involved in the biosynthesis of ent -3 β -acetoxy-13- epi -manoyl oxide and its precursor ent -3 β -hydroxy-13- epi -manoyl oxide, with the aim to establish sustainable in vitro biotechnological protocols for its large-scale production in homologous and heterologous plant and microbial hosts.
Keywords:
Cistus creticus; Ent-3β-acetoxy-13-epi-manoyl oxide; Labdane-type terpenoids; Phenolics; Resin “ladano”; TrichomesSource:
Industrial Crops and Products, 2022, 184, 114992-Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200007 (University of Belgrade, Institute for Biological Research 'Siniša Stanković') (RS-MESTD-inst-2020-200007)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200168 (University of Belgrade, Faculty of Chemistry) (RS-MESTD-inst-2020-200168)
- CREATE BIOFARM-T1EDK-03919
DOI: 10.1016/j.indcrop.2022.114992
ISSN: 0926-6690
WoS: 000805688500003
Scopus: 2-s2.0-85130312818
URI
https://linkinghub.elsevier.com/retrieve/pii/S0926669022004757http://radar.ibiss.bg.ac.rs/handle/123456789/4983