A novel series of cytotoxic iridoid glucosides derived from aucubin: Design, synthesis and structure–activity relationships

Naturally Occurring Iridoids and Secoiridoids. An Updated Review, Part 4

“…Other prepared iridolactones having no oxo group at C-6 position showed weaker cytotoxicity. 73) On the basis of the cytotoxic results, the authors con- Fig. 2-2 cluded that the presence of oxo group at C-6 and alkylidene cyclopentenone chromophores possibly associated for this antiproliferative activity of the analogues, similar to that of well known antitumor oxylipins (clavulones and Tei 9826) having the same alkylidene cyclopentenone pharmacophore.…”

“…2-2 cluded that the presence of oxo group at C-6 and alkylidene cyclopentenone chromophores possibly associated for this antiproliferative activity of the analogues, similar to that of well known antitumor oxylipins (clavulones and Tei 9826) having the same alkylidene cyclopentenone pharmacophore. [73][74][75][76] Sanshiside D (31) isolated from the white variety of Mussaenda phillipica cultivar, Mussaenda dona-aurora, showed significant cytotoxicity on the growth of vero (African green monkey), HeLa and SMMC-7721 (human heptoma) cell lines with IC 50 value of 1.99, 0.12 and 1.53 mM/ml. This cytotoxicity of the iridoid was comparable with commonly used drugs methrotrexate and taxol having IC 50 of 3.89, 0.07, 1.37; 2.05, 0.05 and 0.74 mM/ml, respectively.…”

Therapeutic Potential of Iridoid Derivatives: Patent Review

“…To the best of our knowledge, no patent has been published describing any new or novel synthesis of iridoids and iridoid glycosides. However, in the non-patent literature, numerous synthetic iridoids or iridoid glycosides possessing potent anticancer effects towards various cancer cells, i.e., human hepatocellular cells (HepG2), breast cancer cells (MCF-7 and MDAMB-231), epidermoid carcinoma (L1210), and murine leukemia (L1210) [5,76] have been described. Therefore, it is highly recommended by the current authors that new libraries of synthetic analogs of active iridoids should be prepared in order to generate further chemical diversity, since this will no doubt also create interesting biological diversity.…”

HPLC‐ELSD Quantification and Centrifugal Partition Chromatography Isolation of 8‐O‐Acetylharpagide from Oxera coronata (Lamiaceae)

“…For the most common, they are often found in quantities reaching several percentage of the fresh plant weight. Thus, they may be considered as chiral renewable starting material for the semi‐synthesis of biologically active compounds (Rakotondramasy et al, ; Satoru et al, ; Radtke et al, ). They are also employed for the synthesis of chiral molecules with modified skeleton (Lemus et al, ) or are used as natural crosslinking agents for the stabilisation of biopolymers (Chen et al, ).…”