Salvisertin A, a New Hexacyclic Triterpenoid, and Other Bioactive Terpenes from Salvia deserta Root

Abstract

Using various chromatographic methods, a new hexacyclic triterpenoid, 2β,3β,24β-trihydroxy-12,13-cyclotaraxer-l4-en-28oic acid (1), together with ten known compounds, 2α,3α,23-trihydroxyurs-12,20(30)-dien-28oic acid (2), 6,7-dehydroroyleanone (3), horminone (4), 7-O-methylhorminone (5), sugiol (6), demethylcryptojaponol (7), 14-deoxycoleon U (8), 5,6-didehydro-7-hydroxy-taxodone (9), ferruginol (10), and dichroanone (11), were isolated from the roots of Salvia deserta. Their structures were identified on the basis of spectroscopic analysis and comparison with the reported data. The individual compounds (1, 3 - 8) were screened for cytotoxic activity, using the sulforhodamine B bioassay (SRB) method. As the results, Compounds 3, 5, and 8 showed cytotoxic potency against A549, MDA-MB-231, KB, KB-VIN, and MCF7 cell lines with IC values ranging from 6.5 to 10.2 μm.

Phytochemical profile and rosmarinic acid purification from two Peruvian Lepechinia Willd. species (Salviinae, Mentheae, Lamiaceae)

“…The diagnostic ions are m/z 285.1861 for carnosol, m/z 283.0616 for rosmanol and m/z 287.2017 for carnosic acid 37 . Other diterpenoid structures are rosmaridiphenol ( m/z 315.1960) 39 , 41 , sageone ( m/z 299.1647), the diterpenoid dicetone salvinine ( m/z 317.2117), and the phenantrenequinone horminone ( m/z 331.1910) 38 . The structure presented for rosmaridiphenol has the carbonyl in position 1 and not in position 20 as established in 41 .…”

Structurally Diverse Diterpenoids from the Roots of Salvia deserta Based on Nine Different Skeletal Types

“…Heretofore, only four diterpene carbon skeletal types, namely, abietane, − 9(10→20)- abeo -abietane, 6,7- seco -9­(10→20)- abeo -abietane, and 8- nor -7­(8→14),9­(8→7)-di- abeo -abietane, were previously reported from S. deserta . In this study, the isolation of 24 diterpenoids based on nine diverse carbon skeletons has enriched the chemical diversity of the diterpene carbon skeletal types in S. deserta .…”

“…13 Previous phytochemical investigations on S. deserta have revealed the presence of more than 30 diterpenoids based on four carbon skeletal types, namely, abietane, 13−18 9(10→20)abeo-abietane, 17 6,7-seco-9(10→20)-abeo-abietane, 17 and 8nor-7(8→14),9(8→7)-di-abeo-abietane. 16 In the course of searching for bioactive metabolites from traditional Uygur medicines, 17−21 the roots of S. deserta were investigated phytochemically, leading to the characterization of 24 diterpenoids (1−24), which were classified into nine diverse carbon skeletons, 8-nor-7(8→14),9(8→7)-di-abeo-abietane (1, 2, and 13), 7(8→14),9(8→7)-di-abeo-abietane (3 and 4), 6nor-6,7-seco-abietane (5 and 6), 6,7-seco-abietane (7 and 11), 9,10-seco-abietane (8), abietane (9, 10, and 14−21), 11(9→ 8),20(10→11)-di-abeo-abietane (12), 15(13→12)-abeo-abietane (22 and 23), and 4,5-seco-20(10→5)-abeo-abietane (24), respectively (Chart 1). Herein, the isolation, structure elucidation, putative biogenetic pathways, and cytotoxic activities for diterpenoids 1−24 are described.…”

“…The roots of S. deserta , known as “Xinjiang Danshen”, are a well-known traditional Uygur medicine for treating cough and phlegm, and they have heat-clearing, detoxifying, detumescent, and diuresis properties . Previous phytochemical investigations on S. deserta have revealed the presence of more than 30 diterpenoids based on four carbon skeletal types, namely, abietane, − 9(10→20)- abeo -abietane, 6,7- seco -9­(10→20)- abeo -abietane, and 8- nor -7­(8→14),9­(8→7)-di- abeo -abietane . In the course of searching for bioactive metabolites from traditional Uygur medicines, − the roots of S. deserta were investigated phytochemically, leading to the characterization of 24 diterpenoids ( 1 – 24 ), which were classified into nine diverse carbon skeletons, 8- nor -7­(8→14),9­(8→7)-di- abeo -abietane ( 1 , 2 , and 13 ), 7(8→14),9(8→7)-di- abeo -abietane ( 3 and 4 ), 6- nor -6,7- seco -abietane ( 5 and 6 ), 6,7- seco -abietane ( 7 and 11 ), 9,10- seco -abietane ( 8 ), abietane ( 9 , 10 , and 14 – 21 ), 11(9→8),20(10→11)-di- abeo -abietane ( 12 ), 15(13→12)- abeo -abietane ( 22 and 23 ), and 4,5- seco -20­(10→5)- abeo -abietane ( 24 ), respectively (Chart ).…”

Triterpenoids from the Stem Bark of <i>Aglaia cucullata</i> (Meliaceae) and Their Cytotoxic Activity against A549 Lung Cancer Cell Line

“…Higher plants typically contain triterpenoids, which serve as a first line of defense against microbes, parasites, and predators [3][4]. Based on their molecular structure, triterpenoids are categorized as either acyclic [5][6], monocyclic [6][7], bicyclic [8][9], tetracyclic [10][11], pentacyclic [12], or hexacylic [5][6]. There are many potential health benefits associated with triterpenoids, including anti-inflammatory [13][14], antioxidant [15], antibacterial [16][17], antiviral [18][19], antifungal [20][21], hepatoprotective [20][21], anti-disease Alzheimer's [21], immunomodulatory [22][23], cytotoxic [24], and anticancer [25][26].…”