Further C-15-acyl phragmalin derivatives from Chukrasia tabularis A. Juss.

Luo, Jun; Zhang, Hongjian; Quasie, Olga; Shan, Si‐Ming; Zhang, Yang‐Mei; Kong, Ling–Yi

doi:10.1016/j.phytochem.2015.05.014

“…Compound (479) significantly promotes neurite outgrowth from PC12 cells in a dose-dependent manner in the presence of NGF (20 ng/mL) at concentrations ranging from 0.1 to 50.0 μM, possessing strong NGF-potentiating activities on PC12 cells while compounds (247, 480, 481) were inactive 168 . At 10 μM, compounds (251,263,310,476) significantly enhanced the TNFα-induced NF-κβ luciferase activity approximately by two folds to more or less equal in comparison to TNFα-treated positive control group 175 452,401,496,482,488,521,495,530,528,497,493,453,497,431,299,318,413,475,481 and 418 mol ratio/32 pmol TPA respectively 188,243,244,472 . Compound (295) showed the highest potency to increase the nerve growth factor (NGF) production in C6 astrocytes (glioma cells) with the level of secreted NGF of 152.41 % (cell viability is (109.44 %) while in compound (493), the level of secreted NGF was 103.61 % (cell viability is (105.09 %) 192 .…”

Section: Antineoplastic Activitymentioning

confidence: 94%

“…Toonaciliatone G (399) possesses additional keto carbonyl at C12 when compared to Toonayunnanin I. Toonaciliatone E ( 400) is acetylated form of previously reported toonaciliatin B 223 . The double bond at ∆ 14,15 in previously isolated Turraflorin G 224 is replaced by an oxirane ring in Turrapubin D (401). Toonayunnanin G (402) differs from Toonayunnanin I in reduction of ∆ 1,2 double bond and Toonacilianin I ( 403) is a C12 hydroxyl form of compound (402).…”

Section: Vilasininmentioning

confidence: 98%

Chemistry and Biology of Novel Meliaceae Limonoids

Mulani

¹

,

Nandikol

²

,

Thulasiram

³

2022

Preprint

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Nature has bestowed us with abundant bioactive/drug molecules for various uses in our everyday life. One such group of plant specialized molecules is limonoids, which are structurally characterized as 4,4,8-trimethyl-17-furanyl steroidal skeleton. Limonoids are well known for their various biological activities such as potent anti-feedent, anti-cancer, anti-inflammatory, insecticidal, anti-diabetic, anti-viral, anti-microbial etc. These tetranortriterpenes are highly oxygenated and structurally diversified molecules majorly found in Meliaceae and Rutaceae and less frequently in the Cneoraceae families in the plant kingdom. Many of these plants have been used in traditional medicine from ages. One of the well-known limonoid, azadirachtin A is highly valued and widely popular for its outstanding insecticidal properties. Till date, nearly 2500 limonoids with over 35 unique carbon frameworks have been observed. In recent times, these molecules have dig a great interest among researchers due to their myriad biological properties. With the advancement of analytical techniques, the limonoid research is aced to explore more different molecules from their sources. In our review we cover all the Meliaceous limonoids isolated during July 2010 to Dec 2020. We found over 1502 new limonoids, which are reported from various Meliaceae plants after Jun 2010. We have classified them based on their skeletal structure rearrangements and functional groups into various classes such as protolimonoids, Apoprotolionoid, Azadirone, Vilasinin, Cedrelone, Havanensin, Trichilin, Nimbin, Salannin, Azadirachtin, Nimbolidin, Nimbolinin, Obacunol, Evodulone, Trijugin, Cipadesin, Andirobin, Mexicanolide, Phragmalin, Khayanolide, Preieurianin, Aphanamixoid, Nor Limonoid and N-containing derivatives. Further we have discussed their biological activities in detail.

show abstract

“…Toonaciliatone G (399) possesses additional keto carbonyl at C12 when compared to Toonayunnanin I. Toonaciliatone E ( 400) is acetylated form of previously reported toonaciliatin B 223 . The double bond at ∆ 14,15 in previously isolated Turraflorin G 224 is replaced by an oxirane ring in Turrapubin D (401). Toonayunnanin G (402) differs from Toonayunnanin I in reduction of ∆ 1,2 double bond and Toonacilianin I ( 403) is a C12 hydroxyl form of compound (402).…”

Section: Vilasininmentioning

confidence: 99%

“…. Compounds (265, inhibitory effect against the Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells with IC 50 value of 452,401, 496,482, 488, 521, 495, 530, 528, 497, 493, 453, 497,431,299,318,413,475,481 and 418 mol ratio/32 pmol TPA respectively…”

mentioning

confidence: 99%

Chemistry and Biology of Novel Meliaceae Limonoids

Mulani

¹

,

Nandikol

²

,

Thulasiram

³

2022

Preprint

0

View full text Add to dashboard Cite

Nature has bestowed us with abundant bioactive/drug molecules for various uses in our everyday life. One such group of plant specialized molecules is limonoids, which are structurally characterized as 4,4,8-trimethyl-17-furanyl steroidal skeleton. Limonoids are well known for their various biological activities such as potent anti-feedent, anti-cancer, anti-inflammatory, insecticidal, anti-diabetic, anti-viral, anti-microbial etc. These tetranortriterpenes are highly oxygenated and structurally diversified molecules majorly found in Meliaceae and Rutaceae and less frequently in the Cneoraceae families in the plant kingdom. Many of these plants have been used in traditional medicine from ages. One of the well-known limonoid, azadirachtin A is highly valued and widely popular for its outstanding insecticidal properties. Till date, nearly 2500 limonoids with over 35 unique carbon frameworks have been observed. In recent times, these molecules have dig a great interest among researchers due to their myriad biological properties. With the advancement of analytical techniques, the limonoid research is aced to explore more different molecules from their sources. In our review we cover all the Meliaceous limonoids isolated during July 2010 to Dec 2020. We found over 1502 new limonoids, which are reported from various Meliaceae plants after Jun 2010. We have classified them based on their skeletal structure rearrangements and functional groups into various classes such as protolimonoids, Apoprotolionoid, Azadirone, Vilasinin, Cedrelone, Havanensin, Trichilin, Nimbin, Salannin, Azadirachtin, Nimbolidin, Nimbolinin, Obacunol, Evodulone, Trijugin, Cipadesin, Andirobin, Mexicanolide, Phragmalin, Khayanolide, Preieurianin, Aphanamixoid, Nor Limonoid and N-containing derivatives. Further we have discussed their biological activities in detail.

show abstract

“…Further phragmalin derivatives, chukvelutilides I 517-X 532, have been isolated from Chukrasia tabularis. 161 This paper adds to the confusion in the literature by using duplicate names (chukvelutilides I-O). In addition, chukvelutilides U and V are the same as the previously published chukvelutilides I and L.…”

Section: Tetranortriterpenoidsmentioning

confidence: 99%