Regioisomers Salviprolin A and B, Unprecedented Rosmarinic Acid Conjugated Dinorditerpenoids from Salvia przewalskii Maxim

Abstract

Salvia przewalskii Maxim is a perennial plant from the genus Salvia (family Lamiaceae). The roots of S. przewalskii were long used as a traditional herb to treat blood circulation related illnesses in China. As part of our continuing interest in polycyclic natural products from medicinal plants, two unprecedented adducts comprised of a dinor-diterpenoid and a 9′-nor-rosmarinic acid derivative, linked by a 1,4-benzodioxane motif (1 and 2), were isolated from the roots of S. przewalskii. Their structures were established by extensive spectroscopic approaches including 1D, 2D NMR, and HRFABMS. Their cytotoxic activities against five human tumor cell lines were evaluated.

Glycosylated Coumarins, Flavonoids, Lignans and Phenylpropanoids from Wikstroemia nutans and Their Biological Activities

“…In this paper, a new bis-coumarin glucoside wikstronutin (1) were isolated from the stems and roots of the medicinal plant species W. nutans, together with three known bis-and tri-coumarin glucosides (2-4), two flavonoid glycosides (5-6), and eleven lignan glucosides (7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17).…”

“…These naturally occurring coumarins were well documented due to their diverse chemical structures and promising biological properties, such as anticancer, antitubercular, anti-inflammatory, anticoagulant, antibacterial, and neuroprotective effects [6]. As part of a continuing study of our group targeting at the identification of bioactive natural products from the medicinal plants and endophytes [7,8], the chemical constituents of the stems and roots of W. nutans were investigated. This work resulted into the isolation and identification of a new bis-4 coumarin glucoside (1), together with three known bis-and tri-coumarin glucosides (2-4), two flavonoid glycosides (5)(6), and eleven lignan glucosides (7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17).…”

“…As part of a continuing study of our group targeting at the identification of bioactive natural products from the medicinal plants and endophytes [7,8], the chemical constituents of the stems and roots of W. nutans were investigated. This work resulted into the isolation and identification of a new bis-4 coumarin glucoside (1), together with three known bis-and tri-coumarin glucosides (2-4), two flavonoid glycosides (5)(6), and eleven lignan glucosides (7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17). Herein, we present the isolation and structural elucidation of these natural products and their in vitro biological activities.…”

(±)-Salvicatone A: A Pair of C27-Meroterpenoid Enantiomers with Skeletons from the Roots and Rhizomes of Salvia castanea Diels f. tomentosa Stib

“…9,26 Another group of characteristic components in the Salvia genus are phenolic acids, mainly composed of danshensu and caffeic acid units, which form different dimers, trimers, and tetramers. 27 Despite the abundant presence of these two types of compounds in Salvia genus, 28 only a small number of adducts between phenolic acids and diterpenoids, such as Salviprolin A and B, 29 are generally connected by ether or ester bonds rather than C−C bonds. Currently, it is unknown whether this particular class of adducts, in which carbon skeletons consisted of phenolic acids and diterpenoids, exist within the Salvia genus.…”

Glycosylated coumarins, flavonoids, lignans and phenylpropanoids from Wikstroemia nutans and their biological activities

“…These naturally occurring coumarins were well documented due to their diverse chemical structures and promising biological properties, such as anticancer, antitubercular, anti-inflammatory, anticoagulant, antibacterial, and neuroprotective effects [ 6 ]. As part of a continuing study of our group targeting at the identification of bioactive natural products from the medicinal plants and endophytes [ 7 – 8 ], the chemical constituents of the stems and roots of W. nutans were investigated. This work resulted into the isolation and identification of a new bis-coumarin glucoside 1 , together with three known bis- and tricoumarin glucosides 2 – 4 , two flavonoid glycosides 5 and 6 , and eleven lignan glucosides 7 – 17 ( Figure 1 ).…”