Academic Journal

Nerylneryl diphosphate is the precursor of serrulatane, viscidane and cembrane-type diterpenoids in Eremophila species

التفاصيل البيبلوغرافية
العنوان: Nerylneryl diphosphate is the precursor of serrulatane, viscidane and cembrane-type diterpenoids in Eremophila species
المؤلفون: Oliver Gericke, Nikolaj Lervad Hansen, Gustav Blichfeldt Pedersen, Louise Kjaerulff, Dan Luo, Dan Staerk, Birger Lindberg Møller, Irini Pateraki, Allison Maree Heskes
المصدر: BMC Plant Biology, Vol 20, Iss 1, Pp 1-15 (2020)
بيانات النشر: BMC, 2020.
سنة النشر: 2020
المجموعة: LCC:Botany
مصطلحات موضوعية: Bioactive diterpenoids, Eremophila, cis-prenyltransferase, Terpene synthase, Serrulatanes, Viscidanes, Botany, QK1-989
الوصف: Abstract Background Eremophila R.Br. (Scrophulariaceae) is a diverse genus of plants with species distributed across semi-arid and arid Australia. It is an ecologically important genus that also holds cultural significance for many Indigenous Australians who traditionally use several species as sources of medicines. Structurally unusual diterpenoids, particularly serrulatane and viscidane-types, feature prominently in the chemical profile of many species and recent studies indicate that these compounds are responsible for much of the reported bioactivity. We have investigated the biosynthesis of diterpenoids in three species: Eremophila lucida, Eremophila drummondii and Eremophila denticulata subsp. trisulcata. Results In all studied species diterpenoids were localised to the leaf surface and associated with the occurrence of glandular trichomes. Trichome-enriched transcriptome databases were generated and mined for candidate terpene synthases (TPS). Four TPSs with diterpene biosynthesis activity were identified: ElTPS31 and ElTPS3 from E. lucida were found to produce (3Z,7Z,11Z)-cembratrien-15-ol and 5-hydroxyviscidane, respectively, and EdTPS22 and EdtTPS4, from E. drummondii and E. denticulata subsp. trisulcata, respectively, were found to produce 8,9-dihydroserrulat-14-ene which readily aromatized to serrulat-14-ene. In all cases, the identified TPSs used the cisoid substrate, nerylneryl diphosphate (NNPP), to form the observed products. Subsequently, cis-prenyl transferases (CPTs) capable of making NNPP were identified in each species. Conclusions We have elucidated two biosynthetic steps towards three of the major diterpene backbones found in this genus. Serrulatane and viscidane-type diterpenoids are promising candidates for new drug leads. The identification of an enzymatic route to their synthesis opens up the possibility of biotechnological production, making accessible a ready source of scaffolds for further modification and bioactivity testing.
نوع الوثيقة: article
وصف الملف: electronic resource
اللغة: English
تدمد: 1471-2229
Relation: http://link.springer.com/article/10.1186/s12870-020-2293-x; https://doaj.org/toc/1471-2229
DOI: 10.1186/s12870-020-2293-x
URL الوصول: https://doaj.org/article/d5a00cea6f1f48f2a5da14729942c466
رقم الانضمام: edsdoj.5a00cea6f1f48f2a5da14729942c466
قاعدة البيانات: Directory of Open Access Journals
الوصف
تدمد:14712229
DOI:10.1186/s12870-020-2293-x