6-Oxofurostane and (iso)Spirostane Types of Saponins in Smilax sieboldii: UHPLC-QToF-MS/MS and GNPS-Molecular Networking Approach for the Rapid Dereplication and Biodistribution of Specialized Metabolites

被引：4

作者：

Avula, Bharathi ^{[1
]}

Bae, Ji-Yeong ^{[1
,3
]}

Ahn, Jongmin ^{[1
,4
]}

Katragunta, Kumar ^{[1
]}

Wang, Yan-Hong ^{[1
]}

Wang, Mei ^{[1
,5
]}

Kwon, Yongsoo ^{[1
,6
]}

Khan, Ikhlas A. A. ^{[1
,2
]}

Chittiboyina, Amar G. G. ^{[1
]}

机构：

[1] Univ Mississippi, Natl Ctr Nat Prod Res, Sch Pharm, University, MS 38677 USA

[2] Univ Mississippi, Sch Pharm, Dept Biomol Sci, Div Pharmacognosy, University, MS 38677 USA

[3] Jeju Natl Univ, Jeju Res Inst Pharmaceut Sci, Coll Pharm, Interdisciplinary Grad Program Adv Convergence Tec, Jeju 63243, South Korea

[4] Korea Res Inst Biosci & Biotechnol, Nat Med Res Ctr, Cheongju 28116, South Korea

[5] United States Dept Agr, Agr Res Serv, Nat Prod Utilizat Res Unit, University, MS 38677 USA

[6] Kangwon Natl Univ, Coll Pharm, Chunchon 24341, South Korea

来源：

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES | 2023年 / 24卷 / 14期

关键词：

phytochemicals; steroidal saponins; hyphenated methods; liquid chromatography; molecular networking; TRIGONELLA-FOENUM-GRAECUM; STEROIDAL SAPONINS; MASS-SPECTROMETRY; SPIROSTANOL SAPONINS; NATURAL-PRODUCTS; RHIZOMES; ROOTS; IDENTIFICATION; CHROMATOGRAPHY; GLYCOSIDES;

D O I：

10.3390/ijms241411487

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：

Identifying novel phytochemical secondary metabolites following classical pharmacognostic investigations is tedious and often involves repetitive chromatographic efforts. During the past decade, Ultra-High Performance Liquid Chromatography-Quadrupole Time of Flight-Tandem Mass Spectrometry (UHPLC-QToF-MS/MS), in combination with molecular networking, has been successfully demonstrated for the rapid dereplication of novel natural products in complex mixtures. As a logical application of such innovative tools in botanical research, more than 40 unique 3-oxy-, 3, 6-dioxy-, and 3, 6, 27-trioxy-steroidal saponins were identified in aerial parts and rhizomes of botanically verified Smilax sieboldii. Tandem mass diagnostic fragmentation patterns of aglycones, diosgenin, sarsasapogenin/tigogenin, or laxogenin were critical to establishing the unique nodes belonging to six groups of nineteen unknown steroidal saponins identified in S. sieboldii. Mass fragmentation analysis resulted in the identification of 6-hydroxy sapogenins, believed to be key precursors in the biogenesis of characteristic smilaxins and sieboldins, along with other saponins identified within S. sieboldii. These analytes' relative biodistribution and characteristic molecular networking profiles were established by analyzing the leaf, stem, and root/rhizome of S. sieboldii. Deducing such profiles is anticipated to aid the overall product integrity of botanical dietary supplements while avoiding tedious pharmacognostic investigations and helping identify exogenous components within the finished products.

引用

页数：17