Bioactivity-guided identification and isolation of a major antimicrobial compound in Cistus creticus subsp. creticus leaves and resin “ladano”
Само за регистроване кориснике
2022
Аутори
Skorić, MarijanaĆirić, Ana
Budimir, Snežana
Janošević, Dušica
Anđelković, Boban D.
Todosijević, Marina
Todorović, Slađana
Soković, Marina
Glamočlija, Jasmina
Tešević, Vele
Gašić, Uroš M.
Mišić, Danijela
Kanellis, Angelos K.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
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-po...sitive 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-3β-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-3β-acetoxy-13-epi-manoyl oxide and its precursor ent-3β-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.
Кључне речи:
-3-acetoxy-13--manoyl oxide / Labdane-type terpenoids / Phenolics / Resin “ladano” / TrichomesИзвор:
Industrial Crops and Products, 2022, 184, 114992-Финансирање / пројекти:
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200007 (Универзитет у Београду, Институт за биолошка истраживања 'Синиша Станковић') (RS-200007)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200168 (Универзитет у Београду, Хемијски факултет) (RS-200168)
- European Union and Greek national funds through the Opera- tional Program Competitiveness, Entrepreneurship and Innovation, under the call RESEARCH – CREATE – INNOVATE (project code: BIO- FARM-T1EDK-03919
DOI: 10.1016/j.indcrop.2022.114992
ISSN: 0926-6690
WoS: 00080568850000
Scopus: 2-s2.0-85130312818
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Skorić, Marijana AU - Ćirić, Ana AU - Budimir, Snežana AU - Janošević, Dušica AU - Anđelković, Boban D. AU - Todosijević, Marina AU - Todorović, Slađana AU - Soković, Marina AU - Glamočlija, Jasmina AU - Tešević, Vele AU - Gašić, Uroš M. AU - Mišić, Danijela AU - Kanellis, Angelos K. PY - 2022 UR - http://cherry.chem.bg.ac.rs/handle/123456789/5792 AB - 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-3β-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-3β-acetoxy-13-epi-manoyl oxide and its precursor ent-3β-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. T2 - Industrial Crops and Products T2 - Industrial Crops and ProductsIndustrial Crops and Products T1 - Bioactivity-guided identification and isolation of a major antimicrobial compound in Cistus creticus subsp. creticus leaves and resin “ladano” VL - 184 SP - 114992 DO - 10.1016/j.indcrop.2022.114992 ER -
@article{ author = "Skorić, Marijana and Ćirić, Ana and Budimir, Snežana and Janošević, Dušica and Anđelković, Boban D. and Todosijević, Marina and Todorović, Slađana and Soković, Marina and Glamočlija, Jasmina and Tešević, Vele and Gašić, Uroš M. and Mišić, Danijela and Kanellis, Angelos K.", year = "2022", abstract = "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-3β-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-3β-acetoxy-13-epi-manoyl oxide and its precursor ent-3β-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.", journal = "Industrial Crops and Products, Industrial Crops and ProductsIndustrial Crops and Products", title = "Bioactivity-guided identification and isolation of a major antimicrobial compound in Cistus creticus subsp. creticus leaves and resin “ladano”", volume = "184", pages = "114992", doi = "10.1016/j.indcrop.2022.114992" }
Skorić, M., Ćirić, A., Budimir, S., Janošević, D., Anđelković, B. D., Todosijević, M., Todorović, S., Soković, M., Glamočlija, J., Tešević, V., Gašić, U. M., Mišić, D.,& Kanellis, A. K.. (2022). Bioactivity-guided identification and isolation of a major antimicrobial compound in Cistus creticus subsp. creticus leaves and resin “ladano”. in Industrial Crops and Products, 184, 114992. https://doi.org/10.1016/j.indcrop.2022.114992
Skorić M, Ćirić A, Budimir S, Janošević D, Anđelković BD, Todosijević M, Todorović S, Soković M, Glamočlija J, Tešević V, Gašić UM, Mišić D, Kanellis AK. Bioactivity-guided identification and isolation of a major antimicrobial compound in Cistus creticus subsp. creticus leaves and resin “ladano”. in Industrial Crops and Products. 2022;184:114992. doi:10.1016/j.indcrop.2022.114992 .
Skorić, Marijana, Ćirić, Ana, Budimir, Snežana, Janošević, Dušica, Anđelković, Boban D., Todosijević, Marina, Todorović, Slađana, Soković, Marina, Glamočlija, Jasmina, Tešević, Vele, Gašić, Uroš M., Mišić, Danijela, Kanellis, Angelos K., "Bioactivity-guided identification and isolation of a major antimicrobial compound in Cistus creticus subsp. creticus leaves and resin “ladano”" in Industrial Crops and Products, 184 (2022):114992, https://doi.org/10.1016/j.indcrop.2022.114992 . .