Chemical Constituents from the Root and Aerial Parts of Rosa taiwanensis

Abstract

The-rootand aerial parts of Rosa taiwanensis Nakai contain the chemical constituents phenols, unsaturated acids, Ioliolide, abscisic acid, flavones, sterols, lupeol, betulin, betulinic acid, oleanolic acid and ursolie acid derivatives, Among them, 2a,3a-dihydroxyurs-12,19-dien-28-oic acid and its C-3 epimer are new compounds. ACKNOWLEDGMENTWe thank the National Science Council of the Republic of China for financial support.

Study of the Chemical Composition of Rosa beggeriana Schrenk’s Fruits and Leaves

“…Compound 3 (betulin) was identified by its characteristic 1 H NMR (400 MHz; CDCl 3 ) δ: 1.57, 1.27 (2H, s, H-1), 1.70 (2H, s, H-2), 3.21 (2H, dd, H-2), 0.96 (1H, s, H-5), 1.38 (2H, s, H-6), 1.57, 1.38 (2H, s, H-7), 1.38 (2H, s, H-11), 1.38 (2H, s, H-12), 1.57, 1.27 (2H, s, H-15), 1.57, 1.27 (2H, s, H-16), 1.92 (1H, m, H-19), 1.57, 1.27 (2H, s, H-21), 1.57, 1.27 (2H, s, H-22), 0.78 (3H, s, H-24), 0.81 (3H, s, H-25), 0.96 (3H, s, H-23), 0.99 (3H, s, H-27), 1.05 (3H, s, H-26), 1.70 (3H, s, H-30), 3.20 (d, H-28a), 3.65 (d, H-28b), 4.58 (dd, H-29a), 4.71 (d, H-29b). 13 C NMR (CDCl 3 ) δ: 38.73 (C-1), 27.41 (C-2), 79.01 (C-3), 38.73 (C-4), 55.32 (C-5), 18.34 (C-6), 34.30 (C-7), 40.84 (C-8), 50.45 (C-9), 37.18 (C-10), 20.95 (C-11), 25.15 (C-12), 37.18 (C-13), 42.84 (C-14), 27.41 (C-15), 29.39 (C-16), 47.99 (C-17,C-19), 48.31 (C-18), 150.94 (C-20), 29.73 (C-21), 33.30 (C-22), 28.01 (C-23), 15.40 (C-24), 16.14 (C-25), 15.99 (C-26), 14.57 (C-27), 63.67 (C-28), 109.36 (C-29), 16.00 (C-30) ( Figures S7–S14 ), all in agreement with values in the literature [ 39 , 43 ]. The melting point of compound 3 was 248–250 °C.…”

“…These findings contribute to a more intricate understanding of the compound’s structural composition and fragmentation pattern. Notably, structurally related compounds (although not identical) [ 37 , 43 , 53 , 54 ] have been identified within the Rosa family, specifically in the fruits of R. multiflora and the roots of R. taiwanensis , and have been associated with anti-inflammatory activity. Based on the available data, it is plausible to postulate that 3β,23-dihydroxyurs-12-ene may possess similar activities to those of the structurally related compounds mentioned earlier.…”

“…These observations are congruent with the structural features of catechin, particularly with regard to the presence of vulnerable chemical bonds in its structure. Betulin was isolated from the roots of Rosa taiwanensis [ 43 ], and catechin was reported in the roots of R. taiwanensis [ 43 ], rosehips of Rosa canina [ 57 , 58 ]. Notably, betulin was reported to have anti-inflammatory and anticancer properties [ 60 ].…”

Analgesic and Anti-Inflammatory Activities ofRosa taiwanensisNakai in Mice

“…9 Both betulinic acid and oleanolic acid were triterpenoids and confirmed to express analgesic and anti-inflammatory activities. 28,34 In this study, the contents of betulinic acid and oleanolic acid in RTEtOH were also analyzed by HPLC.…”

“…The phytochemical investigations on R. taiwanensis have revealed that it contains phenols, unsaturated acids, abscisic acid, flavones, sterols, betulinic acid, and oleanolic acid. 9 In Taiwan, R. taiwanensis, also a folk medicine, is used to treat swelling, pain, and liver diseases. Although this plant has a long history of medicinal use, there is no scientific research reported on its analgesic and anti-inflammatory effects and mechanisms of action of R. taiwanensis, yet.…”