Cycloartanol and Sutherlandioside C peracetate from Sutherlandia frutescens and their immune potentiating effects

Abstract A novel cycloartanol (1) and an acylated Sutherlandioside D (2) together with two known cycloartane derivatives, Sutherlandioside B (3) and Sutherlandioside A (4), were isolated from the aerial parts of Sutherlandia frutescens. The structures of these compounds were established by a combination of 1- and 2-D NMR techniques and further confirmed by high resolution ToF mass spectrometry (HRToFMS). Preliminary biological studies were also conducted to assess the activity of different plant extracts, fractions and compounds on cytokine expression. Compounds 1 and 2 prompted an increase in IL-6 expression while compound 4 showed a reduced IL-6 expression compared to the controls. Compound 1 is an effective suppressor of IL-10 expression. The plant compounds inhibited the expression of the two cytokines, IL-10 and TNFα. The results of the assays suggested that some components in the plant extract influence the immune system by suppressing the expression of IL-6, IL-10 and TNFα. GRAPHICAL ABSTRACT

[1]  I. Vermaak,et al.  Rapid quality control of Sutherlandia frutescens leaf material through the quantification of SU1 using vibrational spectroscopy in conjunction with chemometric data analysis , 2018 .

[2]  W. Folk,et al.  Isolation of sutherlandins A, B, C and D from Sutherlandia frutescens (L.) R. Br. by counter-current chromatography using spiral tubing support rotors. , 2017, Journal of chromatography. A.

[3]  H. Anisman,et al.  Cytokine variations and mood disorders: influence of social stressors and social support , 2014, Front. Neurosci..

[4]  P. Goetz,et al.  Sutherlandia frutescens (L.) R. Br. (Fabaceae) Baguenaudier d’Éthiopie , 2014, Phytothérapie.

[5]  G. Fouche,et al.  Chemical profiling with cytokine stimulating investigations of Sutherlandia frutescens L.R. (Br.) (Fabaceae) , 2013 .

[6]  J. Kossmann,et al.  LC–MS-based metabolomics assists with quality assessment and traceability of wild and cultivated plants of Sutherlandia frutescens (Fabaceae) , 2012 .

[7]  W. Folk,et al.  Quantitative determination of flavonoids and cycloartanol glycosides from aerial parts of Sutherlandia frutescens (L.) R. BR. by using LC-UV/ELSD methods and confirmation by using LC-MS method. , 2010, Journal of pharmaceutical and biomedical analysis.

[8]  W. Folk,et al.  Flavonol glycosides from the south African medicinal plant Sutherlandia frutescens. , 2010, Planta medica.

[9]  B. Wyk A review of Khoi-San and Cape Dutch medical ethnobotany , 2008 .

[10]  J. Hamman,et al.  Impact of traditional medicinal plant extracts on antiretroviral drug absorption. , 2008, Journal of ethnopharmacology.

[11]  C. Albrecht,et al.  A review of the taxonomy, ethnobotany, chemistry and pharmacology of Sutherlandia frutescens (Fabaceae). , 2008, Journal of ethnopharmacology.

[12]  James Syce,et al.  Cycloartane glycosides from Sutherlandia frutescens. , 2008, Journal of natural products.

[13]  B. van Wyk,et al.  A broad review of commercially important southern African medicinal plants. , 2008, Journal of ethnopharmacology.

[14]  B. Van Wyk A review of Khoi-San and Cape Dutch medical ethnobotany. , 2008, Journal of ethnopharmacology.

[15]  G. Jhangri,et al.  Use of traditional herbal medicine by AIDS patients in Kabarole District, western Uganda. , 2007, The American journal of tropical medicine and hygiene.

[16]  F. Joubert,et al.  Influence of Sutherlandia frutescens extracts on cell numbers, morphology and gene expression in MCF-7 cells. , 2007, Journal of ethnopharmacology.

[17]  W. Chadwick,et al.  Anti-diabetic effects of Sutherlandia frutescens in Wistar rats fed a diabetogenic diet. , 2007, Journal of ethnopharmacology.

[18]  J. Eloff,et al.  Antibacterial and antioxidant activity of Sutherlandia frutescens (Fabaceae), a reputed Anti‐HIV/AIDS phytomedicine , 2005, Phytotherapy research : PTR.

[19]  I. Kanfer,et al.  African herbal medicines in the treatment of HIV: Hypoxis and Sutherlandia. An overview of evidence and pharmacology , 2005, Nutrition journal.

[20]  Kenneth A. Chinkwo,et al.  Sutherlandia frutescens extracts can induce apoptosis in cultured carcinoma cells. , 2005, Journal of ethnopharmacology.

[21]  P. Stenvinkel,et al.  IL-10, IL-6, and TNF-alpha: central factors in the altered cytokine network of uremia--the good, the bad, and the ugly. , 2005, Kidney international.

[22]  J. K. Kundu,et al.  Inhibitory effects of the extracts of Sutherlandia frutescens (L.) R. Br. and Harpagophytum procumbens DC. on phorbol ester-induced COX-2 expression in mouse skin: AP-1 and CREB as potential upstream targets. , 2005, Cancer letters.

[23]  M. van de Venter,et al.  Anti-HIV activities of organic and aqueous extracts of Sutherlandia frutescens and Lobostemon trigonus. , 2005, Journal of ethnopharmacology.

[24]  A. Cromarty,et al.  The antioxidant potential of Sutherlandia frutescens. , 2004, Journal of ethnopharmacology.

[25]  Z. Worku,et al.  Assessment of effectiveness of traditional herbal medicine in managing HIV/AIDS patients in South Africa. , 2004, East African medical journal.

[26]  J. Ojewole Analgesic, antiinflammatory and hypoglycemic effects of Sutherlandia frutescens R. BR. (variety Incana E. MEY.) [Fabaceae] shoot aqueous extract. , 2004, Methods and findings in experimental and clinical pharmacology.

[27]  J. Tai,et al.  In vitro culture studies of Sutherlandia frutescens on human tumor cell lines. , 2004, Journal of ethnopharmacology.

[28]  P. Swart,et al.  The Effect of Sutherlandia frutescens on Steroidogenesis: Confirming Indigenous Wisdom , 2004, Endocrine research.

[29]  C. Sia Spotlight on ethnomedicine: usability of Sutherlandia frutescens in the treatment of diabetes. , 2004, The review of diabetic studies : RDS.

[30]  C. Estcourt,et al.  Flow-Cytometric Assessment ofin VivoCytokine-Producing Monocytes in HIV-Infected Patients , 1997 .

[31]  C. Estcourt,et al.  Flow-cytometric assessment of in vivo cytokine-producing monocytes in HIV-infected patients. , 1997, Clinical immunology and immunopathology.