Cultured roots of Xiphidium caeruleum: Phenylphenalenones and their biosynthetic and extractant-dependent conversion

被引：10

作者：

Chen, Yu ^{[1
,2
]}

Paetz, Christian ^{[1
]}

Menezes, Riya C. ^{[1
]}

Schneider, Bernd ^{[1
]}

机构：

[1] Max Planck Inst Chem Okol, Beutenberg Campus,Hans Knoll Str 8, D-07745 Jena, Germany

[2] Jiangsu Prov & Chinese Acad Sci, Inst Bot, Jiangsu Key Lab Res & Utilizat Plant Resources, Qianhu Houcun 1, Nanjing 210014, Jiangsu, Peoples R China

来源：

PHYTOCHEMISTRY | 2017年 / 133卷

关键词：

Xiphidium caeruleum; Haemodoraceae; Artefacts; Phenylphenalenones; Root cultures; WACHENDORFIA-THYRSIFLORA; MUSA-ACUMINATA; AUBL; FLOWERS; HPLC-NMR; HAEMODORACEAE;

D O I：

10.1016/j.phytochem.2016.10.011

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Phytochemical investigation of root cultures of Xiphidium caeruleum (Haemodoraceae) resulted in the structure elucidation of five previously undescribed phenylphenalenone-type compounds, structure revision of a phenylphenalenone glucoside, and identification of nine additional constituents previously reported from other Haemodoraceae and Musaceae plants. The observed extractant-dependent metabolic profiles indicated that phenylphenalenones had been converted hydrolytically and oxidatively. Stable isotope labeling experiments extended the understanding of the phenylphenalenone pathway in plants and provided evidence for a network of biosynthetic and spontaneous conversions linking phenylphenalenones and their derivatives detected in extracts of cultured roots of this plant. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：15 / 25

页数：11

共 22 条

[1] A type III polyketide synthase from Wachendorfia thyrsiflora and its role in diarylheptanoid and phenylphenalenone biosynthesis [J].

Brand, S. ;

Hoelscher, D. ;

Schierhorn, A. ;

Svatos, A. ;

Schroeder, J. ;

Schneider, B. .

PLANTA, 2006, 224 (02) :413-428

[2] Phenylbenzoisoquinolindione alkaloids accumulate in stamens of Xiphidium caeruleum Aubl. flowers [J].

Chen, Yu ;

Paetz, Christian ;

Menezes, Riya C. ;

Schneider, Bernd .

PHYTOCHEMISTRY, 2016, 128 :95-101

[3]

CREMONA TL, 1974, LLOYDIA, V37, P112

[4] SMALL AND MEDIUM-SIZED RINGS .68. 4,6,6-TRIMETHYL-4-CYCLOHEXENE-1,2,3-TRIONE, A CONTRIBUTION TO THE BIOGENESIS OF NORCAROTINOIDS [J].

DETERING, J ;

MARTIN, HD .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (05) :695-698

[5] 2 NOVEL PHENALENONES FROM DILATRIS-VISCOSA [J].

DORA, G ;

XIE, XQ ;

EDWARDS, JM .

JOURNAL OF NATURAL PRODUCTS, 1993, 56 (12) :2029-2033

[6] Synthesis of musafluorone: a naphthoxanthenone isolated from Musa acuminata [J].

Duque, Luisa ;

Restrepo, Catalina ;

Saez, Jairo ;

Gil, Jesus ;

Schneider, Bernd ;

Otalvaro, Felipe .

TETRAHEDRON LETTERS, 2010, 51 (35) :4640-4643

[7] PHENYLPHENALENONES FROM WACHENDORFIA-SPECIES [J].

EDWARDS, JM .

PHYTOCHEMISTRY, 1974, 13 (01) :290-291

[8] Co-occurrence of phenylphenalenones and flavonoids in Xiphidium caeruleum Aubl. flowers [J].

Fang, Jingjing ;

Hoelscher, Dirk ;

Schneider, Bernd .

PHYTOCHEMISTRY, 2012, 82 :143-148

[9] Phytochemical profile of aerial parts and roots of Wachendorfia thyrsiflora L. studied by LC-DAD-SPE-NMR [J].

Fang, Jingjing ;

Kai, Marco ;

Schneider, Bernd .

PHYTOCHEMISTRY, 2012, 81 :144-152

[10] Phenylphenalenones and related natural products from Wachendorfia thyrsiflora L. [J].

Fang, Jingjing ;

Paetz, Christian ;

Hoelscher, Dirk ;

Munde, Tobias ;

Schneider, Bernd .

PHYTOCHEMISTRY LETTERS, 2011, 4 (02) :203-208

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