New derivatives of the iridoid specioside from fungal biotransformation
| Autor: | Luana Bonifácio Sanches, Carlos Alexandre Carollo, Natália Naomi Kato, João Carlos Palazzo de Mello, Roberto Ruller, Nadla Soares Cassemiro, Edson dos Santos dos Anjos, Denise Brentan Silva |
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| Rok vydání: | 2021 |
| Předmět: |
biology
Iridoid Stereochemistry medicine.drug_class Iridoid Glucosides fungi Aspergillus niger Penicillium Aspergillus flavus General Medicine biology.organism_classification Coumaric acid Applied Microbiology and Biotechnology Hydroxylation chemistry.chemical_compound Aspergillus chemistry Biotransformation medicine Iridoids Aspergillus terreus Penicillium crustosum Biotechnology |
| Zdroj: | Applied Microbiology and Biotechnology. 105:7731-7741 |
| ISSN: | 1432-0614 0175-7598 |
| Popis: | Iridoids are widely found from species of Bignoniaceae family and exhibit several biological activities, such as anti-inflammatory, antimicrobial, antioxidant, and antitumor. Specioside is an iridoid found from Tabebuia species, mainly in Tabebuia aurea. Thus, here fungus-mediated biotransformation of the iridoid specioside was investigated by seven fungi. The fungus-mediated biotransformation reactions resulted in a total of nineteen different analogs by fungus Aspergillus niger, Aspergillus flavus, Aspergillus japonicus, Aspergillus terreus, Aspergillus niveus, Penicillium crustosum, and Thermoascus aurantiacus. Non-glycosylated specioside was the main metabolite observed. The other analogs were yielded from ester hydrolysis, hydroxylation, methylation, and hydrogenation reactions. The non-glycosylated specioside and coumaric acid were yielded by all fungi-mediated biotransformation. Thus, fungus applied in this study showed the ability to perform hydroxylation and glycosidic, as well as ester hydrolysis reactions from glycosylated iridoid. KEY POINTS: • The biotransformation of specioside by seven fungi yielded nineteen analogs. • The non-glycosylated specioside was the main analog obtained. • Ester hydrolysis, hydroxylation, methylation, and hydrogenation reactions were observe. |
| Databáze: | OpenAIRE |
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