Salicin derivatives from Salix glandulosa and their biological activities.
Two new salicin derivatives, saliglandin (1) and 6'-O-(Z)-p-coumaroylsalicin (2), along with fourteen known analogues (3-16) were isolated from the twigs of Salix glandulosa Seemen. The structures of 1-16 were characterized by the use of NMR methods ((1)H and (13)C NMR, (1)H-(1)H COSY, HSQC and HMBC), chemical hydrolysis, and GC/MS. The full NMR data assignment of the known compounds 6, 13, and 14 are reported for the first time. Isolated compounds were evaluated for their nitric oxide (NO) inhibitory efficacy in lipopolysaccharide (LPS)-activated microglial cell (BV-2). Compounds 2, 5, 8-16 significantly inhibited NO production, compound 11 being the most efficacious (IC50 13.57 μM) respectively. Moreover, compound 16 dramatically increased the nerve growth factor (NGF) production (165.24 ± 11.1%) in C6 glioma cells. Taken together, these results revealed that salicin derivatives from Salix glandulosa might have potent effect as anti-neuroinflammatory agents.
Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea.
Chung Sub
CS
Kim
Gachon Institute of Pharmaceutical Science, Gachon University, Incheon, 406-799, Republic of Korea; College of Pharmacy, Gachon University, #191, Hambakmoero, Yeonsu-gu, Incheon 406-799, Republic of Korea.
Lalita
L
Subedi
Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea.
Kyoung Jin
KJ
Park
Gachon Institute of Pharmaceutical Science, Gachon University, Incheon, 406-799, Republic of Korea; College of Pharmacy, Gachon University, #191, Hambakmoero, Yeonsu-gu, Incheon 406-799, Republic of Korea.
Sun Yeou
SY
Kim
Korea Research Institute of Chemical Technology, Daejeon 305-600, Republic of Korea.
Sang Un
SU
Choi
Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea.
Ki Hyun
KH
Kim
Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea.
Kang Ro
KR
Lee
D000818:Animals; D001592:Benzyl Alcohols / Q000737:chemistry* / Q000302:isolation & purification; D045744:Cell Line, Tumor / Q000187:drug effects; D002470:Cell Survival; D005910:Glioma; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification; D051379:Mice; D017628:Microglia / Q000187:drug effects*; D015394:Molecular Structure; D020932:Nerve Growth Factor / Q000096:biosynthesis; D018696:Neuroprotective Agents / Q000737:chemistry* / Q000302:isolation & purification; D009569:Nitric Oxide / Q000378:metabolism; D010936:Plant Extracts / Q000737:chemistry; D051381:Rats; D032108:Salix / Q000737:chemistry*
D001592:Benzyl Alcohols; D005960:Glucosides; D018696:Neuroprotective Agents; D010936:Plant Extracts; D009569:Nitric Oxide; C005696:salicin; D020932:Nerve Growth Factor
Nerve growth factor; Nitric oxide; Salicaceae; Salicin derivatives; Salix glandulosa