Andrographolide 1, a diterpene lactone of Andrographis paniculata, displays in vitro and in vivo antitumor activity against breast cancer models and mouse myeloid leukemia (M1) cells. In the present study, we report the semi-synthesis of andrographolide derivatives and their in vitro activity against A549 (ATCC) (NSCL cancer) cell line. Amongst the derivatives tested, compounds 3- 5 displayed maximum activity, with IC50 values of 22-31 μg/mL.
ZafarR. (1994) Andrographis paniculata, In Medicinal Plants of India, CBS Publishers & Distributors, New Delhi, Vol. I, 64–66.
2.
RajpalV. (2002) Andrographis paniculata, In Standardization of Botanicals, Vol. 1, Eastern Publishers, New Delhi, 29–37;
3.
SamyPR, ThwinMM, GopalkrishnakoneP. (2007) Phytochemistry, pharmacology and clinical use of Andrographis paniculata. Natural Product Communications, 2, 607–618.
4.
CraigJ, ChangR, ChenG, OlmsteadM, KevinM. (1990) A conformational study of diterpenoid lactones isolated from the Chinese medicinal herb Andrographis paniculata. Journal of Chemical Society, Perkin TransactionsI, 1011–1016.
5.
PramanikS, BanarjeeS, AchariB, DasB, SenA, MukhopadhyayS, NeumanA, PrangeT. (2006) Andropanolide and isoandrographolide, minor diterpenoids from Andrographis paniculata: structure and X-ray crystallographic analysis. Journal of Natural Products, 69, 403–405.
6.
LiW, XuX, ZhangH, MaC, FongH, RichardV, JohnF. (2007) Secondary metabolites from Andrographis paniculata. Chemical & Pharmaceutical Bulletin, 55, 455–458.
7.
CaceresD, HanckeJ, BurgosR, WikmanG. (1997) Prevention of common colds with Andrographis paniculata. dried extract, Phytomedicine, 4, 101–103.
8.
BasakA, CooperS, RobergeA, BanikU, SeidahN. (1999) Inhibition of proprotein convertase-1,7 and furin by diterpenes of Andrographis paniculata and their succinate esters, Biochemistry Journal, 338, 107–113.
9.
KumarR, SrideviK, KumarN, SrinivasN, RajagopalS. (2004) Anticancer and immunostimulatory compounds from Andrographis paniculata. Journal of Ethnopharmacology, 92, 291–295.
10.
NanduriS, RajagopalS, PothukuchiS, PillaiSBK, ChakrabartiR. (2002) Composition having antitumor activity: process for their preparation and pharmaceutical compositions containing them, Patent No. US6,410590, B1;
11.
JadaS, SuburG, MatthewsC, HamzahA, LajisN, SaadM. (2007) Semisynthesis and in vitro anticancer activities of andrographolide analogues, Phytochemistry, 68, 904–912;
12.
XuHW, GuiFD, GaiZL, JunFW, HongML. (2007) Synthesis of andrographolide derivatives: A new family of alpha-glucosidase inhibitors, Bioorganic and Medicinal Chemistry, 15, 4247–4255;
13.
JadaS, MattewsC, SaadM, HamzaahA, LajisN, StevensM, StanslasJ. (2008) Benzylidene derivatives of andrographolide inhibit growth of breast and colon cancer cells in vitro by inducing G1 arrest and apoptosis. British Journal of Pharmacology, 155, 641–654.
14.
SrinivasN, RajgopalS, AkellaV. (2004) Synthesis and structure-activity relationship of andrographolide analogues as novel cytotoxic agents. Bioorganic Medicinal Chemistry Letters, 14, 4711–4717.