New norclerodane diterpenoids from bulbils of Dioscorea bulbifera L.

被引：2

作者：

Somteds, Apisara ^{[1
,2
]}

Kanokmedhakul, Somdej ^{[1
,2
]}

Yahuafai, Jantana ^{[3
]}

Opanasopit, Praneet ^{[4
]}

Patrick, Brian O. ^{[5
]}

Andersen, Raymond J. ^{[6
,7
]}

Kanokmedhakul, Kwanjai ^{[1
,2
]}

机构：

[1] Khon Kaen Univ, Dept Chem, Nat Prod Res Unit, Khon Kaen, Thailand

[2] Khon Kaen Univ, Ctr excellence Innovat Chem, Fac Sci, Khon Kaen, Thailand

[3] Natl Canc Inst, Div Res & Acad Support, Bangkok, Thailand

[4] Silpakorn Univ, Fac Pharm, Pharmaceut Dev Green Innovat Grp PDGIG, Nakhon Pathom, Thailand

[5] Univ British Columbia, Dept Chem, Vancouver, BC, Canada

[6] Univ British Columbia, Dept Chem & Earth, Vancouver, BC, Canada

[7] Univ British Columbia, Dept Ocean & Atmospher Sci, Vancouver, BC, Canada

来源：

NATURAL PRODUCT RESEARCH | 2024年 / 38卷 / 16期

关键词：

Dioscorea bulbifera; norclerodane diterpenoid; phenanthrene derivative; cytotoxicity; anti-inflammatory; CYTOTOXIC PHENANTHRENES; RHIZOMES; TUBERS;

D O I：

10.1080/14786419.2023.2237172

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Investigation of extracts from bulbils of Dioscorea bulbifera L. yielded two new norclerodane diterpenoids, diosbulbin N acetate (1) and epi-diosbulbin B (3), together with eleven known compounds. Their structures were established based on spectroscopy. The absolute configurations of 1 and diosbulbin B (2) were determined by X-ray crystallographic analysis using Cu K & alpha; radiation. The absolute configuration of 3 was determined by comparison of its ECD spectrum to that of 2. Isolated phenanthrenes 7, 9 and 10 exhibited moderate cytotoxicity against the HelaS3 cell line with IC50 values of 9.03 & PLUSMN; 0.04, 27.13 & PLUSMN; 6.86 and 10.88 & PLUSMN; 2.75 & mu;M, respectively. In addition, 7-9 and 11 showed potent inhibition of NO production by LPS-induced RAW 264.7 macrophages.

引用

页码：2800 / 2807

页数：8

共 16 条

[1] Anti-inflammatory, wound healing and antioxidant potential of compounds from Dioscorea bulbifera L. bulbils [J].

Chaniad, Prapaporn ;

Tewtrakul, Supinya ;

Sudsai, Teeratad ;

Langyanai, Supat ;

Kaewdana, Kantarakorn .

PLOS ONE, 2020, 15 (12)

[2] Anti-HIV-1 integrase compounds from Dioscorea bulbifera and molecular docking study [J].

Chaniad, Prapaporn ;

Wattanapiromsakul, Chatchai ;

Pianwanit, Somsak ;

Tewtrakul, Supinya .

PHARMACEUTICAL BIOLOGY, 2016, 54 (06) :1077-1085

[3] Bioactivity, toxicity and detoxification assessment of Dioscorea bulbifera L.: a comprehensive review [J].

Guan, Xiao-Rui ;

Zhu, Lin ;

Xiao, Zhan-Gang ;

Zhang, Yi-Lin ;

Chen, Hu-Biao ;

Yi, Tao .

PHYTOCHEMISTRY REVIEWS, 2017, 16 (03) :573-601

[4]

Kidyu K, 2011, NAT PROD COMMUN, V6, P1069

[5] Biologically active compounds from Limonium Gmelinii and L-Popovii.: I [J].

Korul'kina, LM ;

Shul'ts, EE ;

Zhusupova, GE ;

Abilov, ZA ;

Erzhanov, KB ;

Chaudri, MI .

CHEMISTRY OF NATURAL COMPOUNDS, 2004, 40 (05) :465-471

[6] Dioscorea bulbifera L. (Dioscoreaceae): A review of its ethnobotany, pharmacology and conservation needs [J].

Kundu, Bishwa Bhusan ;

Vanni, Karan ;

Farheen, Ayesha ;

Jha, Priyanka ;

Pandey, Devendra Kumar ;

Kumar, Vijay .

SOUTH AFRICAN JOURNAL OF BOTANY, 2021, 140 :365-374

[7] Norclerodane diterpenoids from rhizomes of Dioscorea bulbifera [J].

Liu, Hai ;

Chou, Gui-Xin ;

Guo, Yin-Long ;

Ji, Li-Li ;

Wang, Jun-Ming ;

Wang, Zheng-Tao .

PHYTOCHEMISTRY, 2010, 71 (10) :1174-1180

[8] 2 STILBENOIDS FROM THE ORCHID ERIA-FLAVA [J].

MAJUMDER, PL ;

BANERJEE, S .

PHYTOCHEMISTRY, 1990, 29 (09) :3052-3055

[9] Anti-inflammatory norclerodane diterpenoids and tetrahydrophenanthrene from the leaves and stems of Dioscorea bulbifera [J].

Ngan, Nguyen Thi Thanh ;

Hoang, Nguyen Huy ;

Van Truong, Vu ;

Hien, Nguyen Thu ;

Lan, Nguyen Ngoc ;

Van Tung, Nguyen ;

Huong, Pham Thi Mai ;

Oh, Hyuncheol ;

Quang, Tran Hong .

FITOTERAPIA, 2021, 153

[10] Cytotoxic phenanthrenes and phenolic constituents from the tubers of Dioscorea persimilis [J].

Nguyen Thi Thanh Ngan ;

Nguyen Huy Hoang ;

Nguyen Thu Hien ;

Nguyen Ngoc Lan ;

Nguyen Thi Kim Lien ;

Tran Hong Quang ;

Nguyen Xuan Cuong ;

Nguyen Hoai Nam ;

Chau Van Minh .

PHYTOCHEMISTRY LETTERS, 2020, 40 :139-143

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