A short and efficient synthesis of (-)-diospongin A

被引：44

作者：

Bressy, Cyril ^{[1
]}

Allais, Florent ^{[1
]}

Cossy, Janine ^{[1
]}

机构：

[1] ESPCI, CNRS, Chim Organ Lab, F-75231 Paris 05, France

来源：

SYNLETT | 2006年 / 20期

关键词：

allylations; cross-metathesis; oxy-Michael addition; natural products; DIARYLHEPTANOIDS; CURCUMIN; CELLS;

D O I：

10.1055/s-2006-956485

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of (-)-diospongin A has been achieved from benzaldehyde in six steps with an overall yield of 29%.

引用

页码：3455 / 3456

页数：2

共 12 条

[1] First total synthesis of (-)-diospongin B [J].

Chandrasekhar, S ;

Shyamsunder, T ;

Prakash, SJ ;

Prabhakar, A ;

Jagadeesh, B .

TETRAHEDRON LETTERS, 2006, 47 (01) :47-49

[2]

Claeson P., 2002, Stud. Nat. Prod. Chem, V26, P881, DOI 10.1016/S1572-5995(02)80021-7

[3] ENANTIOSELECTIVE ALLYLTITANATION OF ALDEHYDES WITH CYCLOPENTADIENYLDIALKOXYALLYLTITANIUM COMPLEXES [J].

HAFNER, A ;

DUTHALER, RO ;

MARTI, R ;

RIHS, G ;

ROTHESTREIT, P ;

SCHWARZENBACH, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (07) :2321-2336

[4] Novel diarylheptanoids of Alpinia blepharocalyx [J].

Kadota, S ;

Tezuka, Y ;

Prasain, JK ;

Ali, MS ;

Banskota, AH .

CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2003, 3 (02) :203-225

[5]

Kim JH, 2006, FEBS LETT, V580, P385, DOI 10.1016/j.febslet.2005.12.015

[6] Antioxidative constituents of Etlingera elatior [J].

Mohamad, H ;

Lajis, NH ;

Abas, F ;

Ali, AM ;

Sukari, MA ;

Kikuzaki, H ;

Nakatani, N .

JOURNAL OF NATURAL PRODUCTS, 2005, 68 (02) :285-288

[7] Efficient total syntheses and structural verification of both diospongins A and B via a common δ-lactone intermediate [J].

Sawant, Kailas B. ;

Jennings, Michael P. .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (20) :7911-7914

[8] Curcumin activates defensive genes and protects neurons against oxidative stress [J].

Scapagnini, Giovanni ;

Colombrita, Claudia ;

Amadio, Marialaura ;

D'Agata, Velia ;

Arcelli, Enrico ;

Sapienza, Maria ;

Quattrone, Alessandro ;

Calabrese, Vittorio .

ANTIOXIDANTS & REDOX SIGNALING, 2006, 8 (3-4) :395-403

[9] RETRACTED: Notch-1 down-regulation by curcumin is associated with the inhibition of cell growth and the induction of apoptosis in pancreatic cancer cells (Retracted article. See vol. 122, pg. 3247, 2016) [J].

Wang, Zhiwei ;

Zhang, Yuxiang ;

Banerjee, Sanjeev ;

Li, Yiwei ;

Sarkar, Fazlul H. .

CANCER, 2006, 106 (11) :2503-2513

[10]

Wensheng Y., 2004, ORG LETT, V6, P3217

← 1 2 →