Patrinoside, a new iridoid glycoside from Patrinia scabiosaefolia.

Patrinia scabiosaefolia is a medical and edible Chinese herb with high nutritional and medicinal value. The continuing study of its chemical constituents led to the discovery of nine unique iridoids and iridoid glycosides, including three new iridoids (1-3) and six previously unknown irioid glycosides (5-10), and one known compound (4). Among them, compound 1 was a deformed iridoid, while compounds 3, 5-7, and 10 formed a new ring in their skeletons which was uncommon in this genus. For compound 3, the new ring existed between C-3 and C-10, while a 1,3-dioxane appeared between C-7 and C-10 in compounds 5-7 and 10. Moreover, compound 10 was a bis-iridoid glycoside, which was the first reported in P. scabiosaefolia. And the sugar of irioid glycosides (5-10) was glucose at C-11, except in 9 which had a 5-deoxyglucose moiety. All their structures were confirmed based on the extensive spectroscopic analysis, including IR, UV, HR-ESI-MS, ECD, and 1D- and 2D-NMR experiments. Their cytotoxic activities against HL-60, A-549, SMMC-7721, MCF-7, SW480 were also tested.

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Phytochemical and Pharmacological Review on Two Herbs of Baijiangcao: Patrinia scabiosaefolia Fisch. ex Trev. and Patrinia villosa (Thunb.) Juss

Mini-Reviews in Organic Chemistry ◽

10.2174/1570193x16666190617161124 ◽

2020 ◽

Vol 17 (5) ◽

pp. 496-517

Author(s):

Yangcheng Liu ◽

Wei Liu ◽

Jiaqi Wang ◽

Yang Liu ◽

Changlan Chen ◽

...

Keyword(s):

Chemical Constituents ◽

Volatile Components ◽

Research Papers ◽

Pharmacological Activities ◽

Comprehensive Review ◽

Scientific Databases ◽

The Past ◽

Current State ◽

Patrinia Scabiosaefolia ◽

Antiviral Activities

Patrinia scabiosaefolia Fisch. Trev. and Patrinia villosa (Thunb.) Juss, are two species of Patrinia recorded in the Chinese Pharmacopoeia with the same Chinese name “Baijiangcao” and similar therapeutic effect in traditional Chinese medicine. The present article is the first comprehensive review on the chemical composition and pharmacological activities of these herbs. In this review, data on chemical constituents and pharmacological profile of the two herbs are provided. This review discusses all the classes of the 223 compounds (phenylpropanoids, flavonoids, terpenes, saponins and volatile components, etc.) detected in the two herbs providing information on the current state of knowledge of the phytochemicals present in them. In the past three years, our research group has isolated and identified about more than 100 ingredients from the two herbs. Therefore, we published a systematic review of our research papers and studies on the two herbs were carried out using resources such as classic books about Chinese herbal medicine and scientific databases including Pubmed, Web of Science, SciFinder, CNKI. etc. The present review discusses the most thoroughly studied pharmacological activities (antioxidant, anti-inflammatory, immunomodulatory, antimicrobial, antitumor and antiviral activities) of the two herbs. This comprehensive review will be informative for scientists searching for new properties of these herbs and will be important and significant for the discovery of bioactive compounds from the two herbs and in complete utilization of Patrinia scabiosaefolia Fisch. ex Trev. and Patrinia villosa (Thunb.) Juss.

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IC-P-169: Effects of cornel iridoid glycoside on CNS microenvironment related to neurogenesis in Alzheimer-like rat model induced by fimbria-fornix transaction

Alzheimer s & Dementia ◽

10.1016/j.jalz.2009.05.142 ◽

2009 ◽

Vol 5 (4S_Part_2) ◽

pp. P66-P66

Author(s):

Lin Li ◽

Yue-xia Ding ◽

Lan Zhang

Keyword(s):

Rat Model ◽

Iridoid Glycoside ◽

Cornel Iridoid Glycoside

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A new iridoid glycoside from Gardenia jasminoides

Chinese Chemical Letters ◽

10.1016/j.cclet.2007.08.019 ◽

2007 ◽

Vol 18 (10) ◽

pp. 1221-1223 ◽

Cited By ~ 11

Author(s):

Xiao Qin Zhou ◽

Zhi Ming Bi ◽

Ping Li ◽

Dan Tang ◽

Hai Xia Cai

Keyword(s):

Iridoid Glycoside ◽

Gardenia Jasminoides

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Cornel Iridoid Glycoside Improves Locomotor Impairment and Decreases Spinal Cord Damage in Rats

BioMed Research International ◽

10.1155/2016/6725381 ◽

2016 ◽

Vol 2016 ◽

pp. 1-12

Author(s):

Wen-jing Tang ◽

Deng-lei Ma ◽

Cui-cui Yang ◽

Li Zhang ◽

Ya-li Li ◽

...

Keyword(s):

Spinal Cord ◽

Rating Scale ◽

Iridoid Glycoside ◽

Neurotrophin Receptor ◽

Intragastric Administration ◽

P75 Neurotrophin Receptor ◽

Lesion Site ◽

Cord Injury ◽

Locomotor Impairment ◽

Cornel Iridoid Glycoside

Purpose. This study was to investigate the effects of cornel iridoid glycoside (CIG) on spinal cord injury (SCI) in rats. Methods. The thoracic cord (at T9) of rats was injured by clip compression for 30 sec. Locomotor function was assessed using the Basso, Beattie, and Bresnahan (BBB) rating scale. Neuroanatomic stereological parameters as well as Nogo-A, p75 neurotrophin receptor (p75NTR), and ROCKII expression were measured by histological processing, immunohistochemistry, and stereological analyses. The axons passing through the lesion site were detected by BDA tracing. Results. Intragastric administration of CIG (60 and 180 mg/kg) improved the locomotor impairment at 10, 17, 24, and 31 days post-injury (dpi) compared with untreated SCI model rats. CIG treatment decreased the volume of the lesion epicenter (LEp) and increased the volume of spared tissue and the number of surviving neurons in the injured spinal cord at 31 dpi. CIG promoted the growth of BDA-positive axons and their passage through the lesion site and decreased the expression of Nogo-A, p75NTR, and ROCKII both in and around the LEp. Conclusion. CIG improved the locomotor impairment, decreased tissue damage, and downregulated the myelin-associated inhibition signaling pathway in SCI rats. The results suggest that CIG may be beneficial for SCI therapy.

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Specioside: A New Iridoid Glycoside From Catalpa speciosa

Journal of Natural Products ◽

10.1021/np50010a015 ◽

1980 ◽

Vol 43 (4) ◽

pp. 524-526 ◽

Cited By ~ 34

Author(s):

Sha'aban F. El-Naggar ◽

Raymond W. Doskotch

Keyword(s):

Iridoid Glycoside

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Capturing Acyltransferase(s) Transforming Final Step in the Biosynthesis of a Major Iridoid Glycoside, (Picroside-II) in a Himalayan Medicinal Herb, Picrorhiza kurroa

10.21203/rs.3.rs-1009658/v1 ◽

2021 ◽

Author(s):

ANJALI KHARB ◽

Shilpa Sharma ◽

Ashish Sharma ◽

Neeti Nirwal ◽

Roma Pandey ◽

...

Keyword(s):

Gene Expression ◽

De Novo ◽

Iridoid Glycoside ◽

Ligand Docking ◽

Comparative Transcriptome ◽

Picrorhiza Kurroa ◽

Final Structure ◽

Picroside Ii ◽

Preferential Binding ◽

Real Time Qpcr

Abstract BackgroundPicrorhiza kurroa has been reported as an age-old ayurvedic hepatoprotection to treat hepatic disorders due to the presence of iridoids such as picroside-II (P-II), picroside-I, and kutkoside. The acylation of catalpol and vanilloyl coenzyme A by acyltransferases (ATs) is critical step in P-II biosynthesis. Since accumulation of P-II occurs only in roots, rhizomes and stolons, uprooting of this critically endangered herb has been the only source of this compound. Recently, we reported that P-II acylation likely happen in roots, while stolons serve as the vital P-II storage compartment. Therefore, developing an alternate engineered platform for P-II biosynthesis require identification of P-II specific AT/s.Methods and results In that direction, egg-NOG function annotated 815 ATs from de novo RNA sequencing of tissue culture based ‘shoots-only’ system and nursery grown shoots, roots, and stolons varying in P-II content, were cross-compared in silico to arrive at ATs sequences unique and/or common to stolons and roots. Verification for organ and accession-wise upregulation in gene expression of these ATs by qPCR has shortlisted six putative ‘P-II-forming’ ATs. Further, six-frame translation, ab initio protein structure modelling and protein-ligand molecular docking of these ATs signified one MBOAT domain containing AT with preferential binding to the vanillic acid CoA thiol ester as well as with P-II., implying that this could be potential AT decorating final structure of P-II. ConclusionOrgan-wise comparative transcriptome mining coupled with reverse transcription real time qPCR and protein-ligand docking led to the identification of an acyltransferases, contributing to the final structure of P-II.

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