Laboratory of Natural Products

Recent Publications (2003 - present)


2013
Directed biosynthesis through biohalogenation of secondary metabolites of the marine-derived fungus Aspergillus unguis.Abstract
Sureram, S.; Kesornpun, C.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. RSC Adv. 2013, 3, 1781-1788.

Glucopyranosyloxybenzyl derivatives of (R)-2-benzylmalic acid and (R)-eucomic acid, and an aromatic glucoside from the pseudobulbs of Grammatophyllum speciosum. Abstract
Sahakitpichan, P.; Mahidol, C.; Disadee, W.; Chimnoi, N.; Ruchirawat, S.; Kanchanapoom, T. Tetrahedron, 2013, 69(3),1031-1037.

Phenylethanoid and Flavone Glycosides from Ruellia tuberosa L. Abstract
Phakeovilay, C.; Disadee, W.; Sahakitpichan, P.; Sitthimonchai, S.; Kittakoop, P.; Ruchirawat, S.; Kanchanapoom, T. J. Nat. Med. 2013, 67, 228-233.

2012

A novel tricyclic polyketide and its biosynthetic precursor azaphilone derivatives from the endophytic fungus Dothideomycete sp. Abstract
Senadeera, S. P. D.; Wiyakrutta, S.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Org. Biomol. Chem., 2012, 10(35), 7220-7226.

Iodo-sesquiterpene hydroquinone and brominated indole alkaloids from the Thai sponge Smenospongia sp. Abstract
Prawat, H.; Mahidol, C.; Kaweetripob, W.; Wittayalai, S.; Ruchirawat, S. Tetrahedron, 2012, 68(34), 6881-6886.

Depsidones, aromatase inhibitors and radical scavenging agents from the marine-derived fungus Aspergillus unguis CRI282-03. Abstract
Sureram, S.; Wiyakrutta, S.; Ngamrojanavanich, N.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Planta Medica, 2012, 78(6), 582-588.

Antimycobacterial activity of bisbenzylisoquinoline alkaloids from Tiliacora triandra against multidrug-resistant isolates of Mycobacterium tuberculosis. Abstract
Sureram, S.; Senadeera, S. P. D.; Hongmanee, P.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Bioorg. Med. Chem. Lett., 2012, 22(8), 2902-2905.

Nitrone formation in phosphate buffer and aqueous solutions: novel chemistry inspired by a natural product. Abstract
Pansanit, A.; Ingavat, N.; Aree, T.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Tetrahedron Lett., 2012, 53(16), 2129-2131.

5-Formylfurfuryl esters from Duabanga grandiflora. Abstract
Kaweetripob, W.; Mahidol, C.; Prachyawarakorn, V.; Prawat, H.; Ruchirawat, S. Phytochemistry, 2012, 76, 78-82.

Unprecedented furan-2-carbonyl C-glycosides and phenolic diglycosides from Scleropyrum pentandrum. Abstract
Disadee, W.; Mahidol, C.; Sahakitpichan, P.; Sitthimonchai, S.; Ruchirawat, S.; Kanchanapoom, T. Phytochemistry, 2012, 74, 115-122.

In Vitro Acanthamoebicidal Activity of Fusaric Acid and Dehydrofusaric Acid from an Endophytic Fungus Fusarium sp. Tlau3. Abstract
Boonman, N.; Prachya, S., Boonmee, A.; Kittakoop, P.; Wiyakrutta, .S; Sriubolmas, N.; Warit, S.; Chusattayanond, A. D. Planta Med., 2012,78,1562-1567.

Adaptogenic-active components from Kaempferia parviflora rhizomes. Abstract
Pripdeevech, P.; Pitija, K.; Rujjanawate, C.; Pojanagaroon, S.; Kittakoop, P.; Wongpornchai, S. Food Chemistry, 2012, 132, 1150-1155.

2011
Hybrid flavan-chalcones, aromatase and lipoxygenase inhibitors, from Desmos cochinchinensis. Abstract
Bajgai, S. P.; Prachyawarakorn, V.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Phytochemistry, 2011, 72(16), 2062-2067.

Longeracemosones A-F, aromatase inhibitors from Dunbaria longeracemosa. Abstract
Prachyawarakorn, V.; Mahidol, C.; Ruchirawat, S. Eur. J. Org. Chem., 2011, 3803-3808.

Nitrogenous sesquiterpenes from the Thai marine sponge Halichondria sp. Abstract
Prawat, H.; Mahidol, C.; Wittayalai, S.; Intachote, P.; Kanchanapoom, T.; Ruchirawat, S. Tetrahedron, 2011, 67(31), 5651-5655.

Asperaculin A, a sesquiterpenoid from a marine-derived fungus, Aspergillus aculeatus. Abstract
Ingavat, N.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. J. Nat Prod., 2011, 74(7), 1650-1652.

Protoberberine alkaloids and cancer chemopreventive properties of compounds from Alangium salviifolium. Abstract
Pailee, P.; Prachyawarakorn, V.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Eur. J. Org. Chem., 2011, 3809-3814.

Flavonol 3-O-robinobiosides and 3-O-(2''-O-α-rhamnopyranosyl)-robinobiosides from Sesuvium portulacastrum. Abstract
Disadee, W.; Mahidol, C.; Sahakitpichan, P.; Sitthimonchai, S.; Ruchirawat, S.; Kanchanapoom, T. Tetrahedron, 2011, 67(23), 4221-4226.

Itaconic acid derivatives and diketopiperazine from the marine-derived fungus Aspergillus aculeatus CRI322-03. Abstract
Antia, B. S.; Aree, T.; Kasettrathat, C.; Wiyakrutta, S.; Ekpa, O. D.; Ekpe, U. J.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Phytochemistry, 2011, 72(8), 816-820.

Unusual glycosides of pyrrole alkaloid and 4'-hydroxyphenylethanamide from leaves of Moringa oleifera. Abstract
Sahakitpichan, P.; Mahidol, C.; Disadee, W.; Ruchirawat, S.; Kanchanapoom, T. Phytochemistry, 2011, 72(8), 791-795.

Radical scavenging and antioxidant activities of isocoumarins and a phthalide from the endophytic fungus Colletotrichum sp. Abstract
Tianpanich, K.; Prachya, S.; Wiyakrutta, S.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. J. Nat Prod. , 2011, 74(1), 79-81.

3-Hydroxydihydrobenzofuran glucosides from Gnaphalium polycaulon. Abstract
Sahakitpichan, P.; Disadee, W.; Ruchirawat, S.; Kanchanapoom, T. Chem. Pharm. Bull. 2011, 59(9), 1160-1162.

2010
Part 1: Antiplasmodial, cytotoxic, radical scavenging and antioxidant activities of Thai plants in the family Acanthaceae. Abstract
Charoenchai, P.; Vajrodaya, S.; Somprasong ,W.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Planta Medica, 2010, 76, 1940-1943.

Curvularides A-E: antifungal hybrid peptide-polyketides from the endophytic fungus Curvularia geniculate. Abstract
Chomcheon, P.; Wiyakrutta, S.; Aree, T.; Sriubolmas, N.; Ngamrojanavanich, N.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Chem. Eur. J., 2010, 16, 11178-11185.

Variation of sesamin, sesamolin and tocopherols in sesame (Sesamum indicum L.) seeds and oil products in Thailand. Abstract
Rangkadilok, N.; Pholphana, N.; Mahidol, C.; Wongyai, W.; Saengsooksree, K.; Nookabkaew, S.; Satayavivad, J. Food Chemistry, 2010, 122(3), 724-730.

Glutarimide alkaloids and a terpenoid benzoquinone from Cordia globifera. Abstract
Parks, J.; Gyeltshen, T.; Prachyawarakorn, V.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. J. Nat Prod., 2010, 73(5), 992-994.

α-Glucosidase inhibitory, aromatase inhibitory, and antiplasmodial activities of a biflavonoid GB1 from Garcinia kola stem bark. Abstract
Antia, B. S.; Pansanit, A.; Ekpa, O. D.; Ekpe, U. J.; Mahidol, C.; Kittakoop, P. Planta Medica, 2010, 76(3), 276-277.

Phytochemical reinvestigation of labdane-type diterpenes and their cytotoxicity from the rhizomes of Hedychium coronarium. Abstract
Chimnoi, N.; Sarasuk, C.; Khunnawutmanotham, N.; Intachote, P.; Seangsai, S.; Saimanee, B.; Pisutjaroenpong, S.; Mahidol, C.; Techasakul, S. Phytochemistry Lett., 2009, 2(4), 184-187.

Paraherquamide E. Abstract
Aree, T.; Antia, B. S.; Ekpa, O. D.; Kittakoop, P. Acta Cryst., 2010, E66,o2227.

An efficient method for selective synthesis of 2-deoxy-2-iodoglycosides by O-glycosylation of D-glucal using I2/Cu(OAc)2. Abstract
Sirion, U.; Purintawarrakun, S.; Sahakitpichan, P.; Saeeng, R. Carbohydrate Research, 2010, 345(16), 2401-2407.

Convertible formation of different glycoside using molecular iodine. Abstract
Saeeng, R.; Sirion, U.; Sirichan, Y.; Trakulsujaritchok, T.; Sahakitpichan, P. Heterocycles, 2010, 81(11), 2569-2580.

L-(-)-(N-trans-Cinnamoyl)-arginine, an acylamino acid from Glinus oppositifolius (L.) Aug. DC. Abstract
Sahakitpichan, P.; Disadee, W.; Ruchirawat, S.; Kanchanapoom, T. Molecules, 2010, 15, 6186-6192.

2009

Aspergillusol A, an α-Glucosidase Inhibitor from the Marine-Derived Fungus Aspergillus aculeatus. Abstract
Ingavat, N.; Dobereiner, J.; Wiyakrutta, S.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. J. Nat Prod., 2009, 72(11), 2049-2052.

Bioactive scalaranes from the Thai Sponge Hyrtios gumminae. Abstract
Ingavat, N.; Dobereiner, J.; Wiyakrutta, S.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. J. Nat Prod., 2009, 72(11), 2049-2052.

Aromatase inhibitory, radical scavenging, and antioxidant activities of depsidones and diaryl ethers from the endophytic fungus Corynespora cassiicola L36. Abstract
Chomcheon, P.; Wiyakrutta, S.; Sriubolmas, N.; Ngamrojanavanich, N.; Kengtong, S.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Phytochemistry, 2009, 70(3), 407-413.

Metabolites from the endophytic mitosporic Dothideomycete sp. LRUB20. Abstract
Chomcheon, P.; Wiyakrutta, S.; Sriubolmas, N.; Ngamrojanavanich, N.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Phytochemistry, 2009, 70(1), 121-127.

Labdane diterpenes from the rhizomes of Hedychium coronarium. Abstract
Chimnoi, N.; Pisutjaroenpong, S.; Ngiwsara, L.; Dechtrirut, D.; Chokchaichamnankit, D.; Khunnawutmanotham, N.; Mahidol, C.; Techasakul, S. Natural Product Research, 2008, 22(14), 1249-1256.

Roles of key residues specific to cyclooxygenase II: an ONIOM study. Abstract
Sae-Tang, D.; Kittakoop, P.; Hannongbua, S. Monatsh. Chem., 2009, 140: 1533-1541.

(E)-2,4,7-Trichloro-3-hydroxy-8-methoxy-1,9-dimethyl-6-(1-methyl-1-propenyl)-11H-dibenzo[b,e][1,4]dioxepin-11-one monohydrate (nidulin monohydrate). Abstract
Aree, T.; Surerum, S.; Ngamrojanavanich, N.; Kittakoop, P. Acta Cryst., 2009, E65, o2470-o2471.

In Vitro Screening for Anthelmintic and Antitumour Activity of Ethnomedicinal Plants from Thailand. Abstract
Atjanasuppat , K.; Wongkham, W.; Meepowpan, P.; Kittakoop, P.; Sobhon, P.; Bartlett, A.; Whitfield, P.J. J. Ethnopharmacol., 2009, 123, 475-482.

Biomimetic transformation and biological activities of globiferin, a terpenoid benzoquinone from Cordia globifera. Abstract
Dettrakul, S.; Surerum, S.; Rajviroongit, S.; Kittakoop, P. J. Nat. Prod., 2009, 72, 861-865.

A new synthetic approach towards isoquinobenzazepinone and isoindolinobenzazepinone using acid-mediated cyclisation and Heck reaction. Abstract
Phakhodee, W.; Ploypradith, P.; Sahakitpichan, P.; Ruchirawat, S. Tetrahedron, 2009, 65, 351-356.

2008
Labdane diterpenes from the rhizome of Hedychium coronarium.abstract
Chimnoi N, Pisutcharoenpong S, Ngiwsara L, Dechtrirut D, Chokchaichamnankit D, Khunnawutmanotham N, Mahidol C, Techasakul S
Nat Prod Res 2008;22(14):1255-1262.

Cytotoxic and antiplasmodial substances from marine-derived fungi, Nodulisporium sp. and CRI247-01.abstract
Kasettrathat, C.; Ngamrojanavanich, N.; Wiyakrutta, S.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Phytochemistry, 2008, 69(14), 2621-2626.

Diketopiperazines and phthalides from a marine derived fungus of the order Pleosporales.abstract
Prachyawarakorn, V.; Mahidol, C.; Sureram, S.; Sangpetsiripan, S.; Wiyakrutta, S.; Ruchirawat, S.; Kittakoop, P. Planta Med., 2008, 74(1), 69-72.

A new synthetic approach towards isoquinobenzazepinone and soindolinobenzazepinone using acid-mediated cyclization and Heck reaction. abstract
Phakhodee, W.; Ploypradith, P.; Sahakitpichan, P.; Ruchirawat, S. Tetrahedron, 2008, 65(1), 351-356.

Investigation of the acid-mediated cyclisation of amide acetal for the synthesis of benzazepinone.abstract
Phakhodee, W.; Sahakitpichan, P.; Deechongkit, S.; Ruchirawat, S. Heterocycles, 2008, 75(8), 1963-1970.

Functional group-mediated biotransformation by Curvularia lunata NRRL 2178: synthesis of 3-dehydro-2-deoxyecdysteroids from the 3-hydroxy-2-mesyloxy analogues.abstract
Changtam, C.; Sukcharoen, O.; Yingyongnarongkul, B.; Chimnoi, N.; Suksamrarn, A.Tetrahedron, 2008, 64(11), 2626-2633.

2007

Diterpenoids from the roots of Croton oblongifolius.abstract
Youngsa-ad, W.; Ngamrojanavanich, N.; Mahidol, C.; Ruchirawat, S.; Prawat, H.; Kittakoop, P. Planta Med., 2007, 73(14), 1491-1494.

Cytotoxic mycoepoxydiene derivatives from an endophytic fungus Phomopsis sp. isolated from Hydnocarpus anthelminthicus.abstract
Prachya, S.; Wiyakrutta, S.; Sriubolmas, N.; Ngamrojanavanich, N.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. Planta Med., 2007, 73(13), 1418-1420.

Regioisomers of acylcoumarins from the flowers of Mammea siamensis.
Mahidol, C.; Prawat, H.; Kaweetripob, W.; Ruchirawat, S. Natural Product Communications, 2007, 2(5), 557-564.

Bioactive compounds from Bauhinia purpurea possessing antimalarial, antimycobacterial, antifungal, antiinflammatory, and cytotoxic activities.abstract
Boonphong, S.; Puangsombat, P.; Baramee, A.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. J. Nat. Prod., 2007, 70(5), 795-801.

Novel 2-chloro-8-arylthiomethyldipyridodiazepinone derivatives with activity against HIV-1 reverse transcriptase.abstract
Khunnawutmanotham, N., Chimnoi, N., Pungpo, P., Louisirirotchanakul, S., Hannongbua, S., Techasakul, S. Molecules 2007;12:218-30.

2006
Cyclopentenones, Scaffolds for Organic Syntheses Produced by the Endophytic Fungus Mitosporic Dothideomycete sp. LRUB20. abstract
Chomcheon, P.; Sriubolmas, N.; Wiyakrutta, S.; Ngamrojanavanich, N.; Chaichit, N.; Mahidol, C.; Ruchirawat, S.; Kittakoop, P. J. Nat. Prod., 2006, 69(9), 1351-1353.

Siamenols A-D, four new coumarins from Mammea siamensis. abstract

Prachyawarakorn, V.; Mahidol, C.; Ruchirawat, S. Chem. Pharm. Bull., 2006, 54(6), 884-886.

Pyranocoumarins from the twigs of Mammea siamensis.abstract
Prachyawarakorn, V.; Mahidol, C.; Ruchirawat, S. Phytochemistry, 2006, 67(9), 924-928.

Total Synthesis of Natural and Unnatural Lamellarins with Saturated and Unsaturated D-Rings.>abstract

By Ploypradith, P.; Petchmanee, T.; Sahakitpichan, P.; Litvinas, N. D.; Ruchirawat, S. J. Org. Chem., 2006, 71(25), 9440-9448.

Cytotoxic prenylated xanthones om the young uit of Garcinia mangostana.abstract
Suksamrarn, S.; Komutiban, O.; Ratananukul, P.; Chimnoi, N.; Lartpornmatulee, N.; Suksamrarn, A. Chem. Pharm. Bull., 2006, 54(3), 301-305

2005
Environmental biotechnology for developing countries: needs and priorities. abstract
Mahidol, C. Journal of Industrial Microbiology & Biotechnology, 2005, 32(11-12), 492-495.

Oxygenated Pimarane Diterpenes from Kaempferia marginata. abstract
Thongnest, S.; Mahidol, C.; Sutthivaiyakit, S.; Ruchirawat, S. J. Nat. Prod., 2005, 68(11), 1632-1636.

Proteomic profiling of cholangiocarcinoma cell line treated with pomiferin from Derris malaccensis.abstract

Svasti, J.; Srisomsap, C.; Subhasitanont, P.; Keeratichamroen, S.; Chokchaichamnankit, D.; Ngiwsara, L.; Chimnoi, N.; Pisutjaroenpong, S.; Techasakul, S.; Chen, S.-T. Proteomics (2005), 5(17), 4504-4509.

Constituents of the leaves of Macaranga tanarius.abstract
Phommart, S.; Sutthivaiyakit, P.; Chimnoi, N.; Ruchirawat, S.; Sutthivaiyakit, S. J. Nat. Prod., 2005, 68(6), 927-930.

2004

A highly efficient synthesis of lamellarins K and L by the Michael addition/ring-closure reaction of benzyldihydroisoquinoline derivatives with ethoxycarbonyl--nitrostyrenes. abstract
Ploypradith, P.; Mahidol, C.; Sahakitpichan, P.; Wongbundit, S.; Ruchirawat, S. Angewandte Chemie, International Edition, 2004, 43(7), 866-868.

Malaria: integrated approaches for prevention and treatment.
Mahidol, C. Acta tropica, 2004, 89(3), 265-269.

Efficient synthesis of diospyrol via Suzuki-Miyaura and modified in situ cross-coupling. abstract
Sahakitpichan, P.; Thasana, N.; Ruchirawat, S. Synthesis, 2005, (17), 2934-2938.

A practical and highly efficient synthesis of lennoxamine and related isoindolobenzazepines. abstract
Sahakitpichan, P.; Ruchirawat, S. Tetrahedron, 2004, 60(19), 4169-4172.

Stereoselective synthesis and moulting activity of 2,3-diepi-20-hydroxyecdysone and 2,3-diepi-5-20-hydroxyecdysone.abstract
Homvisasevongsa, S.; Chuaynugul, A.; Chimnoi, N.; Suksamrarn, A. Tetrahedron, 2004, 60(15), 3433-3438.

2003
Investigation of some bioactive Thai medicinal plants.abstract
Mahidol, C.; Prawat, H.; Prachyawarakorn, V.; Ruchirawat, S. Phytochemistry Reviews, 2003, 1(3), 287-297.

A novel 8,9-seco-rhamnofolane and a new rhamnofolane endoperoxide from Jatropha integerrima roots. abstract
Sutthivaiyakit, S.; Mongkolvisut, W.; Ponsitipiboon, P.; Prabpai, S.; Kongsaeree, P.; Ruchirawat, S.; Mahidol, C. Tetrahedron Lett., 2003, 44(18), 3637-3640.

Anti-metastatic effects of aqueous extract of Helixanthera parasitica. abstract
Lirdprapamongkol K.; Mahidol C.; Thongnest S.; Prawat H.; Ruchirawat S.; Srisomsap C.; Surarit R.; Punyarit P.; Svasti J. J.ethnopharmacol., 2003, 86(2-3), 253-256.

Iodine catalyzes C-glycosidation of D-glucal with silylacetylene.abstract
Saeeng, R.; Sirion, U.; Sahakitpichan, P.; Isobe, M. Tetrahedron Lett., 2003, 44(33), 6211-6215.

Highly efficient synthesis of buflavine: a unique Amaryllidaceae alkaloid.abstract
Sahakitpichan, P.; Ruchirawat, S. Tetrahedron Lett., 2003, 44(28), 5239-5241.

Antimycobacterial activity of prenylated xanthones from the fruits of Garcinia mangostana.abstract
By Suksamrarn, S.; Suwannapoch, N.; Phakhodee, W.; Thanuhiranlert, J.; Ratananukul, P.; Chimnoi, N.; Suksamrarn, A. Chem. Pharm. Bull., 2003, 51(7), 857-859.