Biotransformation of Cyclodextrine-Complexed Semisynthetic Betulin Derivatives by Plant Cells

Suvi T. Häkkinen; Heli Nygren; Natalia Maiorova; Raisa Haavikko; Sami Alakurtti; Jari Yli-Kauhaluoma; Heiko Rischer; Kirsi Marja Oksman-Caldentey

doi:10.1055/a-0585-6081

Biotransformation of Cyclodextrine-Complexed Semisynthetic Betulin Derivatives by Plant Cells

Suvi T. Häkkinen^*, Heli Nygren, Natalia Maiorova, Raisa Haavikko, Sami Alakurtti, Jari Yli-Kauhaluoma, Heiko Rischer, Kirsi Marja Oksman-Caldentey

^*Corresponding author for this work

University of Helsinki

Research output: Contribution to journal › Article › Scientific › peer-review

3 Citations (Scopus)

Abstract

In this study, three semisynthetic betulonic acid-based compounds, 20(29)-dihydrolup-2-en[2,3- d ]isoxazol-28-oic acid, 1-betulonoylpyrrolidine, and lupa-2,20(29)-dieno[2,3- b ]pyrazin-28-oic acid, were studied in biotransformation experiments using Nicotiana tabacum and Catharanthus roseus cell suspension cultures. Biotransformation was performed using cyclodextrin to aid dissolving poorly water-soluble substrates. Several new derivatives were found, consisting of oxidized and glycosylated (pentose- and hexose-conjugated) products.

Original language	English
Pages (from-to)	743-748
Number of pages	6
Journal	Planta Medica
Volume	84
Issue number	9-10
DOIs	https://doi.org/10.1055/a-0585-6081
Publication status	Published - 1 Jul 2018
MoE publication type	A1 Journal article-refereed

Keywords

Apocynaceae
betulinic acid
biotransformation
Catharanthus roseus
Nicotiana tabacum
Solanaceae

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title = "Biotransformation of Cyclodextrine-Complexed Semisynthetic Betulin Derivatives by Plant Cells",

abstract = "In this study, three semisynthetic betulonic acid-based compounds, 20(29)-dihydrolup-2-en[2,3- d ]isoxazol-28-oic acid, 1-betulonoylpyrrolidine, and lupa-2,20(29)-dieno[2,3- b ]pyrazin-28-oic acid, were studied in biotransformation experiments using Nicotiana tabacum and Catharanthus roseus cell suspension cultures. Biotransformation was performed using cyclodextrin to aid dissolving poorly water-soluble substrates. Several new derivatives were found, consisting of oxidized and glycosylated (pentose- and hexose-conjugated) products. ",

keywords = "Apocynaceae, betulinic acid, biotransformation, Catharanthus roseus, Nicotiana tabacum, Solanaceae",

author = "H{\"a}kkinen, {Suvi T.} and Heli Nygren and Natalia Maiorova and Raisa Haavikko and Sami Alakurtti and Jari Yli-Kauhaluoma and Heiko Rischer and Oksman-Caldentey, {Kirsi Marja}",

year = "2018",

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doi = "10.1055/a-0585-6081",

language = "English",

volume = "84",

pages = "743--748",

journal = "Planta Medica",

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TY - JOUR

T1 - Biotransformation of Cyclodextrine-Complexed Semisynthetic Betulin Derivatives by Plant Cells

AU - Häkkinen, Suvi T.

AU - Nygren, Heli

AU - Maiorova, Natalia

AU - Haavikko, Raisa

AU - Alakurtti, Sami

AU - Yli-Kauhaluoma, Jari

AU - Rischer, Heiko

AU - Oksman-Caldentey, Kirsi Marja

PY - 2018/7/1

Y1 - 2018/7/1

N2 - In this study, three semisynthetic betulonic acid-based compounds, 20(29)-dihydrolup-2-en[2,3- d ]isoxazol-28-oic acid, 1-betulonoylpyrrolidine, and lupa-2,20(29)-dieno[2,3- b ]pyrazin-28-oic acid, were studied in biotransformation experiments using Nicotiana tabacum and Catharanthus roseus cell suspension cultures. Biotransformation was performed using cyclodextrin to aid dissolving poorly water-soluble substrates. Several new derivatives were found, consisting of oxidized and glycosylated (pentose- and hexose-conjugated) products.

AB - In this study, three semisynthetic betulonic acid-based compounds, 20(29)-dihydrolup-2-en[2,3- d ]isoxazol-28-oic acid, 1-betulonoylpyrrolidine, and lupa-2,20(29)-dieno[2,3- b ]pyrazin-28-oic acid, were studied in biotransformation experiments using Nicotiana tabacum and Catharanthus roseus cell suspension cultures. Biotransformation was performed using cyclodextrin to aid dissolving poorly water-soluble substrates. Several new derivatives were found, consisting of oxidized and glycosylated (pentose- and hexose-conjugated) products.

KW - Apocynaceae

KW - betulinic acid

KW - biotransformation

KW - Catharanthus roseus

KW - Nicotiana tabacum

KW - Solanaceae

UR - http://www.scopus.com/inward/record.url?scp=85043323739&partnerID=8YFLogxK

U2 - 10.1055/a-0585-6081

DO - 10.1055/a-0585-6081

M3 - Article

AN - SCOPUS:85043323739

SN - 0032-0943

VL - 84

SP - 743

EP - 748

JO - Planta Medica

JF - Planta Medica

IS - 9-10

ER -

Biotransformation of Cyclodextrine-Complexed Semisynthetic Betulin Derivatives by Plant Cells

Abstract

Keywords

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