Five new diterpenoids from the barks of Cinnamomum cassia (L.) J. Presl

Cinnamomum cassia Presl: A Review of Its Traditional Uses, Phytochemistry, Pharmacology and Toxicology

“…These compounds are potentially effective natural immunomodulators in the treatment of autoimmune diseases, tumorigenesis, and chronic inflammatory diseases [39]. The diterpenoids isolated from the barks of C. cassia include cinnzeylanol ( 13 ), anhydrocinnzeylanol ( 14 ), cinnzeylanone ( 15 ) [37], 2,3-dehydroanhydrocinnzeylanine ( 16 ), 1-acetylcinncassiol A ( 17 ), anhydrocinnzeylanine ( 18 ), 18 S -cinncassiol A 19- O -β- d -glucopyranoside ( 19 ), 18 R -cinncassiol A 19- O -β- d -glucopyranoside ( 20 ), 18-hydroxycinnzeylanine ( 21 ), cinncassiol A ( 22 ), cinncassiol B ( 23 ), cinncassiol C ( 24 ), cinncassiol D ( 25 ), cinncassiol E ( 26 ) [38], cinncassiol F ( 27 ), cinncassiol G ( 28 ), 16- O -β- d -glucopyranosyl-19-deoxycinncassiol G ( 29 ), cinnacasol ( 30 ), perseanol ( 31 ), cinncassiol D 1 ( 32 ), D 1 glucoside ( 33 ), D 2 glucoside ( 34 ), D 3 glucoside ( 35 ), D 4 glucoside ( 36 ), 18-hydroxyperseanol ( 37 ) [39]. The corresponding structures of these essential oil components isolated from C. cassia are shown in Figure 3.…”

“…The diterpenoids isolated from the barks of C. cassia include cinnzeylanol (13), anhydrocinnzeylanol (14), cinnzeylanone (15) [37], 2,3-dehydroanhydrocinnzeylanine ( 16), 1- Sesquiterpenoids are another class of bioactive constituents found in C. cassia. Twenty seven sesquiterpenoids, including curcumene (38), δ-cadinene (39), espatulenol (40), caryophyllene oxide (41) [33], trans-caryophyllene (42), germacrene D (43) [40], caryophyllene (44) [34,35], α-cubebene (45), (−)-isoledene (46), α-bulnesene (47), patchouli alcohol (48), α-copaene (49) [35], α-muurolene Sesquiterpenoids are another class of bioactive constituents found in C. cassia. Twenty seven sesquiterpenoids, including curcumene (38), δ-cadinene (39), espatulenol (40), caryophyllene oxide (41) [33], trans-caryophyllene (42), germacrene D (43) [40], caryophyllene (44) [34,35], α-cubebene (45), (−)-isoledene (46), α-bulnesene (47), patchouli alcohol (48), α-copaene (49) [35], α-muurolene (50), α-cadinol (51) [33,35], copaene (52), isoledene (53), 1-(1,5-dimethyl-4-hexenyl)-4-methylbenzene (54), cedrene (55), α-calacorene (56) [36], cinnamoid A (57), cinnamoid B (58), cinnamoid C (59), cinnamoid D (60), cinnamoid E ( 61), (−)-15-hydroxy-tmuurolol (62), 15-hydroxy-α-cadinol (63) and ent-4β,10α-dihydroxyaromadendrane (64) are reported from this plant [37].…”

Metabolism of Diterpenoids Derived from the Bark of Cinnamomum cassia in Human Liver Microsomes

“…Among these, diterpene compounds have been mainly identified in the leaves of C. cassia and were recently isolated from the bark [ 6 , 7 ]. Anhydrocinnzeylanol, anhydrocinnzeylanine (AHC), cinncassiol A, cinncassiol B, cinnzeylanol, cinnzeylanone, and cinnzeylanine have been extracted from the bark of C. cassia and classified as diterpenoids [ 2 , 8 , 9 , 10 , 11 ] ( Figure 1 ). The pharmacological effects of diterpenoids isolated from C. cassia bark include anti-inflammatory, antitumor, and antibacterial activities; thus, these compounds have attracted attention as a new natural active class [ 12 , 13 , 14 ].…”